Albert Guijarro

• Professor
• Professor at University of Alicante

The conductance of a tunneling electron through a π-conjugated molecule may be affected by the presence of different pathways in the orbital structure of the molecule, resulting in the constructive or destructive interference of the molecular wave function. This quantum interference (QI) directly translates into enhancement or suppression of conduc...

Helical molecules have been proposed as candidates for producing spin-polarized currents, even at room conditions, due to their chiral asymmetry. However, describing their transport mechanism in single molecular junctions is not straightforward. In this work, we show the synthesis of two novel kinds of dithia[11]helicenes to study their electronic...

After evaporation of the organic solvents, benzene, toluene, and cyclohexane on gold substrates, Scanning Tunneling Microscope (STM) shows the presence of a remaining adsorbed layer. The different solvent molecules were individually observed at ambient conditions, and their electronic transport properties characterized through the STM in the Break...

After evaporation of the organic solvents, benzene, toluene, and cyclohexane on gold substrates, Scanning Tunneling Microscope (STM) shows the presence of a remaining adsorbed layer. The different solvent molecules were individually observed at ambient conditions, and their electronic transport properties characterized through the STM in the Break...

We have carried out the synthesis of two dithia[9]helicenes by means of a LED-based double photocyclization. The compounds have sulfur atoms placed at the terminal rings of the helicene, and...

The introduction of thiophene rings to the helical structure of carbohelicenes has electronic effects that may be used advantageously in organic electronics. The performance of these devices is highly dependent on the sulfur atom topology, so a precise knowledge of the synthetic routes that may afford isomeric structures is necessary. We have studi...

As the first of a series of molecular solenoids, two classes of dithia[7]helicenes (coil-shaped molecules with sulfur atoms integrated within a helical conjugated system) have been devised and synthesized to be used in molecular electronics. We used a modular assembly of fragments using Pd catalyzed coupling reactions and a final photocyclization s...

The crystalline structure of potassium intercalated para-terphenyl has been theoretically investigated using a van der Waals Density Functional (vdW–DF) scheme. The incorporation of K atoms into the pristine terphenyl crystal continuously improves the compound stability up to a 3:1 stoichiometry. In addition to confirming previously studied structu...

Molecular binding on a solid surface Top-view 0.51 nm 0.61 nm 0.35 nm 0.48 nm 0.06 nm Side-view Monoclinic unit cell of exo-dithia[7]helicene (C 26 H 14 S 2). Space group P2 1 /c, a = 8.5983(7), b = 15.8995(12), c = 13.9577(11) (Å); α = 90,  = 102.844(2),  = 90º; Z = 4 Orthorhombic unit cell of endo-dithia[7]helicene (C 26 H 14 S 2). Space group...

The report of the Meissner effect in annealed samples of K3Tp (Tp = p-terphenyl) above 120 K has raised the interest in this deceptively simple material concerning superconductivity. We have investigated the structural integrity of the Tp framework in annealed samples of KxTp at increasing processing time and temperature T. Our experimental studies...

New possible structures for the compounds formed by intercalation of an alkali metal into a molecular crystal formed by polycyclic aromatic hydrocarbon (PAH) molecules have been theoretically searched for. Among them, a crystalline framework in which PAH molecules show a slipped parallel geometry provides an interesting alternative to the usual her...

Experimental Solid State Nuclear Magnetic Resonance (SS-NMR) has been used to analyze different theoretical models for Polycyclic Aromatic Hydrocarbon crystals of similar structure (naphthalene, anthracene, phenanthrene, picene, and triphenylene). We compare the accuracy of four modeling approaches to compute SS-NMR chemical shifts using ab-initio...

In the present paper we report experimental and theoretical evidences for lithium biphenyl disproportionation in solution. The presence of an absorption band (at 250 nm), which corresponds to neutral biphenyl in the spectra of dissolved crystalline [Li+(THP)4][Bph•−] (1) clearly suggests the disproportionation of the biphenyl radical anion into neu...

Potassium is introduced into the crystalline herringbone structure of pentacene searching for a compound showing metallic electronic transport properties and, hopefully, superconductivity at small enough temperatures. Several possible structures for stoichiometric KPentacene (1:1), K2Pentacene (2:1) and K3Pentacene (3:1) compounds are theoretically...

Potassium is introduced into the crystalline herringbone structure of pentacene searching for a compound showing metallic electronic transport properties and, hopefully, superconductivity at small enough temperatures. Several possible structures for stoichiometric KPentacene (1:1), K2Pentacene (2:1) and K3Pentacene (3:1) compounds are theoretically...

The herringbone pattern is a pervasive structural motive found in most molecular crystals involving aromatic compounds. A plot of the experimental sublimation enthalpies of members of increasing size of the acene, phenacene and p-phenyl families versus the number of carbons uncovers a linear relationship between the two magnitudes, suggesting a maj...

We report an organic photocatalytic system, namely 3,3′,5,5′-tetra-tert-butyl-4,4′-diphenoquinone (DPQ) and air, capable of coupling efficiently with the photocyclization of stilbenes to afford phenacenes. The potential of this new and mild process is shown with the synthesis of [5]- and [7]phenacene, two semiconductors recently implemented into or...

Naphthalene and biphenyl dianions are interesting compounds that can be obtained by double reduction of the corresponding arenes in solution with certain alkali metals. These dianions are highly reactive and rather elusive species with very high laying and highly delocalized electrons. They share many aspects of the reactivity of the alkali metal t...

Detailed electronic structure calculations of picene clusters doped by potassium modeling the crystalline K3picene structure show that while two electrons are completely transferred from potassium atoms to the LUMO of pristine picene, the third one remains closely attached to both material components. Multiconfigurational analysis is necessary to s...

The first few low-lying spin states of alternant polycyclic aromatic hydrocarbon (PAH) molecules of several shapes showing defect states induced by contour hydrogenation have been studied both by ab initio methods and by a precise numerical solution of Pariser-Parr-Pople (PPP) interacting model. In accordance with Lieb's theorem, the ground state s...

An efficient stereocontrolled preparation of tetraponerines T3 and T4 is detailed. The sequence takes advantage of two consecutive stereoselective aminoallylations of appropriate aldehydes with chiral tert-butanesulfinamide and in situ generated allyl indium species. The absolute configuration of the carbon stereogenic center at the aminal moiety i...

The appearance of ferromagnetic correlations among π electrons of phenanthrene (C14H10) molecules in the herringbone structure is proven for K doped clusters both by ab initio quantum-chemistry calculations and by the direct solution of the many-body Pariser-Parr-Pople Hamiltonian. Magnetic ground states are predicted for one or three additional el...

The lithium ion is an important type of electrolyte that has technological applications in the manufacture of lithium ion cells; therefore, a better understanding of the nature of its solutions is desirable. When associated to the radical anion of biphenyl in an organic solvent, it forms conducting solutions comparable to strong electrolytes such a...

The geometrical and electronic structure of tripotassium doped phenanthrene, \ce{K3C14H10}, have been studied by first-principles density functional theory. The main effect of potassium doping is to inject charge in the narrow phenanthrene conduction band, rendering the system metallic. The Fermi surface for the experimental X-rays unit cell is com...

The geometrical and electronic structure of potassium doped phenanthrene, \ce{K3C14H10}, have been studied by first-principles density functional theory. The main effect of potassium doping is to inject charge in the narrow phenanthrene conduction band, rendering the system metallic. The Fermi surface for the experimental X-rays structure is compos...

Total energies of charged states and configurations of different spin multiplicity of two polar non-alternant polycyclic aromatic hdrocarbons (PAH), namely, pentaheptafulvalene and azulene, calculated by means of a Multi-Configurational (MCSCF) method which includes correlation only amongst π orbitals, have been fitted by exact solutions of the Par...

The isoprene-mediated lithiation, with lithium metal, of different imidazole derivatives is an interesting methodology for their functionalization. Studies of different possible intermediates involved in the reaction employing density functional theory calculations, at the B3LYP/6-311++G(d,p) level are considered. A plausible mechanism is described...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The crystal structure of potassium doped picene with an exact stoichiometry (K3C22H14, K3picene from here onwards) has been theoretically determined within Density Functional Theory allowing complete variational freedom of the crystal structure parameters and the molecular atomic positions. A modified herringbone lattice is obtained in which potass...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The reaction of dichloromethane (1a) or dichlorodideuteriomethane (1b) with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (5 mol %) in the presence of a carbonyl compound 2 (1:2 molar ratio) in THF at −40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process is applied to other gem-...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The crystal structure of potassium doped picene with an exact stoichiometry (K3picene) has been theoretically determined within Density Functional Theory allowing complete variational freedom of the crystal structure parameters and the molecular atomic positions. A modified herringbone lattice is obtained in which potassium atoms are intercalated b...

Introduction Dynamics of CarbonZinc Bond Exchange: C  Zn Exchange Dynamics of Inversion at Carbon Bonded to Zinc: C  Zn Inversion Appendix

The reaction of dilithium biphenyl (Li2C12H10) with alkyl fluorides has been studied from the point of view of the distribution of products. Two main reaction pathways, the nucleophilic substitution (SN2) and the electron transfer (ET), can compete to yield the same alkylation products in what is known as the SN2–ET dichotomy. SN2 seems to be the m...

The crystal structures of lithium naphthalene radical-anion (LiC10H8) and lithium naphthalene dianion (Li2C10H8) are reported, and their bonding properties analyzed.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Dianions derived from arenes of high reduction potential (biphenyl, naphthalene) and Li(s) can carbometallate propene, isobutene or norbornene among other alkenes, in an intermolecular fashion. This reaction runs at room temperature to afford partially dearomatized alkylated aryl anions that are susceptible to further functionalization by electroph...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

IntroductionDynamics of Carbon–Zinc Bond Exchange: C–Zn ExchangeDynamics of Inversion at Carbon Bonded to Zinc: C–Zn InversionAppendixReferences

The reaction of biphenyl (1) with an excess of lithium in THF at room temperature leads to a solution of the corresponding dianion (I), which by successive reactions with an alkyl fluoride [E1=n-C8H17F, c-C5H9CH2F, CH2CH(CH2)4F] at 0°C and another electrophile [E2=n-C4H9Br, Et2CO, Me2C(O)CH2, i-Pr3SiCl] at −78°C yields the corresponding 1,4-disubst...

Some of the most highly reduced organic species in solution, such as the dianions of PAHs (polycyclic aromatic hydrocarbons) display unexpected reactivity patterns when they react with an appropriate counterpart. As seen before in their reaction with propene and other alkenes, PAHs(-2) apparently react with fluoroalkanes in a nucleophilic fashion i...

Lithium salts of dianions derived from arenes of high reduction potential (biphenyl, naphthalene) can carbometallate terminal alkenes (propene, isobutene) in an intermolecular fashion, affording partially dearomatized alkylated aryl anions, which are susceptible to further functionalization by electrophilic capture. This form of reactivity, specifi...

The reaction of 1-fluorooctane (1) with an excess of lithium powder (4–10 equiv.) and DTBB (2–4 equiv.) in THP at 0°C for 5 min gives a solution of the corresponding 1-octyllithium (2), which reacts then with different electrophiles at 0°C (D2O, MeSiCl, ButCHO, Et2CO), or −78°C [ClCO2Me, (PhCH2S)2] or −40°C (CO2) to room temperature to give, after...

Dilithium naphthalene (Li2C10H8) displays a SN2 reactivity profile in its reaction with alkyl fluorides (n-, s- and t-octyl fluoride). SN2 seems to be the dominant mechanism operating with primary alkyl fluorides, which presumably turns into competition with ET as we move to secondary and tertiary alkyl fluorides. Significantly, lithium naphthalene...

Lithium arene dianions derived of polycyclic aromatic hydrocarbons, such as naphthalene, anthracene, phenanthrene, fluoranthene, pyrene, chrysene and binaphtyl react cleanly with n-alkylfluorides to afford regiochemically controlled alkylated dihydroarenes after hydrolysis. These arene dianions can be easily prepared by simple treatment of the aren...

The use of lithium and a catalytic amount of an arene is a well-established methodology for the preparation of organolithium reagents that manifest greater reactivity than the classical lithium-arene solutions. In order to rationalize this conduct, the participation of a highly reduced species, the dianion, is proposed and its reactivity explored....

Kinetic and distribution product studies on naphthalene-catalysed lithiation reactions of chlorinated precursors have shown the probable participation of a naphthalene dianion (dilithium naphthalene) as the very active electron carrier agent in the chlorine–lithium exchange process. The use of lithium and a catalytic amount of an arene as the elect...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

A straightforward way to determine enantiomeric ratios and predict absolute configurations in organozinc reagents is possible by the use of (+)- 2,2'-isopropylidene-bis((R)-4-phenyloxazoline) ((+)-1) and its racemic counterpart (±)-1 as chiral solvating agents for NMR spectroscopy. The signals corresponding to the α-hydrogen atom (relative to the z...

Reaction of the N-(α-chloroalkyloxycarbonyl)pyrrolidines 1 with lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 2.5 mol-%) in the presence of different electrophiles [iBuCHO, tBuCHO, PhCHO, Et2CO, (CH2)5CO, PhCOMe, Ph2CO, Me3SiCl], in THF at temperatures ranging between –78 and –60°C leads, after hydrolysis with water, to...

Reaction of the N-(alpha-chloroalkyloxycarbonyl)pyrrolidines I with lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2.5 mol-%) in the presence of different electrophiles [iBuCHO, tBuCHO, PhCHO, Et2CO, (CH2)(5)CO, PhCOMe, Ph2CO, Me3SiCl], in THF at temperatures ranging between -78 and -60 degrees C leads, after hydrolysis...

The oxidative addition of highly reactive zinc to organic bromides shows a pronounced structure−reactivity dependence, in contrast to that shown by other metals. The kinetic and LFER studies suggest a mechanism in which electron transfer (ET) is the rate-determining step of the reaction. Experiments carried out with radical clocks as well as the st...

The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 2.5 mol %) in the presence of different electrophiles [Me3SiCl, iBuCHO, tBuCHO, PhCHO, 4-MeOC6H4CHO, (CH2)4CO, MeCOnPr, Et2CO, MeCO(CH2)2CHCH2, PhCOMe, PhCOnBu, Ph2CO] in THF at −78°C leads, after hyd...

The reaction of several functionalized primary, secondary and tertiary organozinc bromides, benzylzinc bromide, functionalized arylzinc halides and one heteroarylzinc bromide with ditert-butyl azodicarboxylate is described. The reaction products, N,N′-ditert-butoxycarbonylhydrazino derivatives are obtained in excellent yields for most aliphatic sub...

Zinc is different! Unlike with magnesium or lithium, the reactions of organic bromides with highly reactive zinc (Zn*) show sensitivity for the structure of the organic moiety. Selective insertions of Zn into tertiary C–Br bonds can be achieved [Eq. (a)]. Competitive kinetic techniques were used to quantify these findings.

Zink ist anders! Die Reaktion von organischen Bromiden mit Magnesium oder Lithium verläuft unselektiv, nicht aber die analoge Umsetzung mit hochreaktivem Zink (Zn*): Das Metall inseriert bevorzugt in tertiäre Kohlenstoff-Halogen-Bindungen, selektive Umsetzungen sind daher möglich [Gl. (a)]. Diese Befunde wurden durch kinetische Untersuchungen von K...

The reaction of equimolecular amounts of enantiomerically pure (+)- or (-)- chloromethyl menthyl ethers 1. or the phenyl derivative (-)-4 and an electrophile [Me3SiCl, Bu'CHO, PhCHO, (CH2)4CO, Et2CO, PhCOMe, Ph2CO, HCONMe2, PhCH=NPh] with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (5 mol %) in THF at 0°C (Method A)...

The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of DTBB (2.5 mol %) in the presence of different electrophiles [Me3SiCl, BuiCHO, ButCHO, PhCHO, (CH2)4CO, Et2CO, PhCOMe, Ph2CO] in THF at −78°C leads, after hydrolysis with water, to the expected functionalised carbamates 2. As an example...

The reaction of N-(chloromethyloxycarbonyl)pyrrolidine (1) with lithium powder and a catalytic amount of DTBB (2.5 mol %) in the presence of different electrophiles [Me(3)SiCl, Bu(i)CHO, Bu(t)CHO, PhCHO, Et(2)CO, (CH2)(5)CO, PhCOMe, Ph(2)CO] in THF at -78 degrees C leads, after hydrolysis with water, to the expected functionalised carbamates 2. Dep...

The reaction of equimolecular amounts of chloromethyl ethyl ether (1) and a carbonyl compound [BunCHO, ButCHO, PhCHO, Pri2CO, But2CO, (CH2)4CO, 2-cyclohexenone, PhCOMe] with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (5 mol %) in THF at 0°C (Method A) leads, after hydrolysis, to the corresponding hydroxyethers 2. T...

The reaction of dichloromethane (1a) or dichlorodideuteriomethane (1b) with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (5 mol %) in the presence of a carbonyl compound 2 (1:2 molar ratio) in THF at −40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process is applied to other gem-...

The reaction of 2,3-dichloropropene (1) and different carbonyl compounds (2) with an excess of lithium powder (1:7 molar ratio) in the presence of a catalytic amount of DTBB (5 mol %) in THF at 0°C leads, after hydrolysis with water, to the corresponding methylenic 1,4-diols 3 in a Barbier-type process. The cyclisation of diols 3 under acidic condi...

The reaction of 1,2-dichloro-2-butyne (1) with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 2.5 mol %) in the presence of an electrophile [Me3SiCl, ButCHO, Me2CO, Et2CO, (CH2)4CO, (CH2)5CO, (CH2)7CO] in THF at −40°C leads, after hydrolysis with water, to the corresponding disubstituted acetylenes 2 in mode...

The reaction of 1,3-dichloropropene (1, ca 1/1 Z/E mixture) with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol %) in the presence of an electrophile [Me2CO, Et2CO, (CH2)4CO, (CH2)5CO, ButCHO, Me3SiCl] in THF at O°C affords, after hydrolysis with water, the expected unsaturated 1,5-diols 3 as a Z/E mix...

The reaction of (Z) or (E)-1,4-dichlorobut-2-ene (1,2), or 3,4-diclorobut-1-ene (3) with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (5 mol %) in the presence of an electrophile [(CH2)4CO, ButCHO, Me3SiCl] in THF at O°C yields, after hydrolysis, the corresponding 1,4- and 1,2-disubstituted compounds (Z/E)-4 and...

The reaction of dichloromethane 1 with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of 4,4′-di-tert-butylbiphenyl (5 mol %) in the presence of a carbonyl compound 2 (1:2 molar ratio) in tetrahydrofuran at −40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process can be also applied to more...

The reaction of an equimolar amount of chloromethyl ethyl ether (1) and different carbonyl compounds (2) with an excess of lithium powder (1:7 molar ratio) in the presence of a catalytic amount of 4,4′-di-tert-butylbiphenyl (5 mol %) in THF at 0°C leads, after hydrolysis, to the corresponding hydroxyethers 3.

The reaction of 2,3-dichloropropane (1) and different carbonyl compounds (2) with an excess of lithium powder (1:7 molar ratio) in the presence

The lithiation of different functionalized chloroarenes (dichlorobenzenes 1 and 3, mono and dichlorophenols 9 and 14, and chloropivalanilides 18) in the presence of a catalytic amount of naphthalene leads to the corresponding functionalized lithioarenes, which react with electrophiles to give the expected polyfunctionalized aromatic molecules 2, 4,...