Xiao-Yu Cao

Xiao-Yu Cao
Xiamen University | XMU · State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering

PhD

About

62
Publications
5,707
Reads
How we measure 'reads'
A 'read' is counted each time someone views a publication summary (such as the title, abstract, and list of authors), clicks on a figure, or views or downloads the full-text. Learn more
2,948
Citations
Citations since 2016
29 Research Items
1878 Citations
2016201720182019202020212022050100150200250300
2016201720182019202020212022050100150200250300
2016201720182019202020212022050100150200250300
2016201720182019202020212022050100150200250300
Additional affiliations
February 2011 - October 2014
Xiamen University
Position
  • Professor (Associate)

Publications

Publications (62)
Article
Full-text available
Corannulene derivatives were used in organic solar cell for the first time. Using Cor-PI and Cor-NI as acceptors, we achieved power conversion efficiencies up to 0.32% and 1.03%, suggesting potential application of these fullerene segments as non-fullerene acceptors.
Article
Full-text available
One important objective of molecular assembly research is to create highly complex functional chemical systems capable of responding, adapting, and evolving. Compared with living systems, the synthetic systems are still rather primitive and are far from realizing those features. Nature is by far the most important source of inspiration for designin...
Article
Chiral nanographenes with both high fluorescence quantum yields (ΦF) and large dissymmetry factors (glum) are essential to the development of circularly polarized luminescence (CPL) materials. However, most studies have been focused on the improvement of glum, whereas how to design highly emissive chiral nanographenes is still unclear. In this work...
Article
Chiral nanographenes with both high fluorescence quantum yields (ΦF) and large dissymmetry factors (glum) are essential to the development of circularly polarized luminescence (CPL) materials. However, most studies have been focused on the improvement of glum, whereas how to design highly emissive chiral nanographenes is still unclear. In this work...
Article
Trace water in organic solvents can play a crucial role in the construction of supramolecular assemblies, which has not gained enough attention until very recent years. Herein, we demonstrate that residual water in organic solvents plays a decisive role in the regulation of the evolution of assembled structures and their functionality. By adding Mg...
Article
We present here the synthesis and in‐depth physicochemical characterization of a double hetero[7]helicene fused with four triazole rings at both helical ends. The comparison of this triazole‐fused double helicene with the previously reported all‐carbon and thiadiazole‐fused analogs revealed the huge impact of the embedded aromatic rings on the phot...
Article
The development of helicenes with strong chiroptical response and controlled photophysics is highly desirable but challenging. In this work, double thia/sulfone[7]helicenes were newly synthesized to investigate the heteroatom effect on the photophysical and chiroptical properties of double heterohelicenes through comparison with the previous double...
Article
The development of helicene molecules with significant chiroptical responses covering a broad range of the visible spectrum is highly desirable for chiral optoelectronic applications; however, their absorption dissymmetry factors (gabs) have been mostly lower than 0.01. In this work, we report unprecedented B,N-embedded double hetero[7]helicenes wi...
Preprint
The development of helicene molecules with significant chiroptical responses covering a broad range of the visible spectrum is highly desirable for chiral optoelectronic applications; however, their absorption dissymmetry factors (gabs) have been mostly lower than 0.01. In this work, we report unprecedented B,N-embedded double hetero[7]helicenes wi...
Article
Full-text available
Interfacial host–guest complexation offers a versatile way to functionalize nanomaterials. However, the complicated interfacial environment and trace amounts of components present at the interface make the study of interfacial complexation very difficult. Herein, taking the advantages of near-single-molecule level sensitivity and molecular fingerpr...
Article
Quantitatively predicting the reactivity of dynamic covalent reaction is essential to understand and rationally design complex structures and reaction networks. In this work, we quantified the reactivity of aldehydes and amines in various rapid imine formation in aqueous solution by microfluidic NMR. Investigation of reaction kinetics allows us to...
Article
A series of photoswitchable cyclopentadienone derivative dimers bearing bromo, thienyl, 4‐(dimethylamino)phenyl, 3‐pyridinyl, 4‐nitrophenyl and cyano groups was designed and facilely synthesized. Their photoswitching properties such as the photoconversions in the photostationary state (PSS), the thermal kinetics and thermal half‐lives of photoisome...
Article
C3h‐symmetric and Cs‐symmetric triformyl triindolo‐truxenes with different substitution positions of formyl groups were developed by two synthetic strategies. Direct formylation of triindolo‐truxene using Rieche formylation produced C3h‐symmetric and Cs‐symmetric triformyl triindolo‐truxenes in one‐pot. Four‐step synthesis starting from truxene gav...
Article
An unprecedented furan-based double oxa[7]helicene 1 was achieved, featuring a stable twisted conformation with π-overlap at both helical ends. The excellent conformational stability allowed for optical resolution of 1, which provided a pair of enantiomers exhibiting pronounced mirror-imaged circular dichroism and circularly polarized luminescence...
Article
Full-text available
An amendment to this paper has been published and can be accessed via a link at the top of the paper.
Article
Full-text available
Covalently linked π-stacked dimers represent the most significant platform for elucidating the relationship between molecular alignments and their properties. Here, we present the one-pot synthesis of two intramolecularly π-stacked dimers and disclose how intramolecular stacking modes dictate photoswitching properties. The dimer, which features cof...
Article
Full-text available
A π-extended double [7]carbohelicene 2 with fused pyrene units was synthesized, revealing considerable intra- and intermolecular π-π interactions as confirmed with X-ray crystallography. Compared with the previous double [7]carbohelicene 1, the π-extended homologue 2 demonstrated considerably red-shifted absorption with an onset at 645 nm (1: 550 n...
Article
Radikale In ihrer Zuschrift auf S. 7682 beschreiben X.‐Y. Cao et al. zwei gekrümmte, Diindeno‐anellierte Corannulen‐Regioisomere mit offenschaligen Singulett‐Grundzuständen und signifikantem Diradikalcharakter bei gleichzeitig hoher Stabilität.
Article
Radicals X.‐Y. Cao et al. describe in their Communication on page 7600 ff. two curved diindeno‐fused corannulene regioisomers with open‐shell singlet ground states, high stability under ambient conditions, and remarkable diradical character.
Article
Synthesis of open‐shell polycyclic hydrocarbons with large diradical characters is challenging due to their high reactivity. Herein, two diindeno‐fused corannulene regioisomers DIC‐1 and DIC‐2, curved fragments of fullerene C104, were synthesized, exhibiting open‐shell singlet ground states. The incorporation of the curved and non‐alternant corannu...
Article
Synthesis of open‐shell polycyclic hydrocarbons with large diradical characters is challenging due to their high reactivity. Herein, two diindeno‐fused corannulene regioisomers DIC‐1 and DIC‐2, curved fragments of fullerene C104, were synthesized, exhibiting open‐shell singlet ground states. The incorporation of the curved and non‐alternant corannu...
Article
A pair of interconvertible stereoisomers of imide‐fused corannulene derivatives was mixed with C60, which resulted in cocrystallization into a 1:1 segregated packing motif through concave–convex π–π interactions. Only one conformation was observed in the cocrystal owing to guest‐induced conformational switching. The 1D assemblies of the complex sho...
Article
Narcissistic chiral self-sorting prevailed in the assembly of molecular face-rotating polyhedra from a C3h building block 5,5,10,10,15,15-hexabutyl-truxene-2,7,12-tricarbaldehyde and racemic mixtures of 1,2-diamines. Out of 124 possible stereoisomers, a pair of racemic polyhedra dominated, wherein (1R,2R)-diamines were segregated in AAAA polyhedra...
Article
We report the post-synthesis interconversion of two enantiomeric organic cages through turning inside out. By scrutinizing the thermodynamics and kinetics, we are able to control the racemization rate by various reaction conditions and reveal that the turn-inside-out interconversion is realized through a partial disassembly pathway. The kinetics in...
Article
A benzo-fused double [7]carbohelicene (D7H) was synthesized through a regioselective cyclodehydrogenation of a tetranaphthyl-p-terphenyl-based precursor. The twisted (D7H-1) and anti-folded (D7H-2) conformers of D7H were separated by recrystallization, and their double helicene structures with overlapping terminal benzene rings were unambiguously e...
Article
Ein benzanelliertes Doppel-[7]Carbohelicen (D7H) wurde durch regioselektive Cyclodehydrierung einer Tetranaphthyl-p-Terphenyl-Vorstufe hergestellt. Die verdrillten Konformere D7H-1 und D7H-2 wurden durch Kristallisation getrennt, und ihre doppelte Helicenstruktur mit sich überlappenden terminalen Benzolringen wurde röntgenographisch aufgeklärt. Die...
Article
The synthesis of 11a,25a-dibora-11,12,25,26-tetraoxatetranaphtho[1,2-a:2′,1′-f:1″,2″-j:2‴,1‴-o]perylene, a double [7]heterohelicene containing OBO units, has been achieved via tandem demethylation-borylation, representing the highest double helicene reported thus far with all six-membered rings. Single-crystal X-ray analysis clearly demonstrated a...
Article
This paper intends to provide an overview for using corannulene derivatives in organic electronics such as organic field-effect transistors (OFETs), organic solar cells (OSCs), and organic light-emitting diodes (OLEDs). We highlight the rational design strategies, tuning molecular orbital energy levels and arrangement in single crystals of corannul...
Article
Electron-deficient corannulene derivatives incorporating cyano and imide groups in the corannulene core were synthesized, which showed low LUMO (lowest unoccupied molecular orbital) levels and dense convex-concave packing structures in single crystals. These two features help to realize the first n-channel organic field-effect transistors (OFETs) i...
Article
The parent skeleton of BN heterocoronene with three BN units and C3 symmetry was synthesized as a model compound of BN-doped graphene. Further investigation of this graphene-type molecule revealed the important role of BN doping in opening the bandgap and modulating the electronic properties.
Article
Full-text available
For the first time, electron-rich thiophene units were fused into the skeleton of corannulene to extend π-surfaces and tune arrangement in single crystals. Two isomeric butterfly-like thiophene-fused dibenzo[a,g]corannulenes ( and ) were synthesized. Isomer showed p-type transport properties, with a hole mobility of 0.06 cm(2) V(-1) s(-1).
Article
Full-text available
For the first time, the corannulene unit was incorporated directly into the backbone of conjugated polymers. A new donor–acceptor (D–A) copolymer PICBT using imide-fused corannulene as acceptor was synthesized and its performance in organic field-effect transistors (OFETs) was tested. PICBT exhibited ambipolar transporting property with a hole mobi...
Article
Aromaticity is one of the most important concepts in organic chemistry. A variety of metalla-aromatic compounds have been recently prepared and in most of those examples, the metal participates only in a monocyclic ring. In contrast, metal-bridged bicyclic aromatic molecules, in which a metal is shared between two aromatic rings, have been less dev...
Article
Aromaticity is one of the most important concepts in organic chemistry. A variety of metalla-aromatic compounds have been recently prepared and in most of those examples, the metal participates only in a monocyclic ring. In contrast, metal-bridged bicyclic aromatic molecules, in which a metal is shared between two aromatic rings, have been less dev...
Article
Two copper(II) [2 × 2] grid-like complexes were synthesized and structurally characterized. Investigation of the magnetic properties showed for both the occurrence of intramolecular ferromagnetic interactions.
Article
A straightforward strategy has been used to construct large BN-embedded π-systems simply from azaacenes. BN heterosuperbenzene derivatives, the largest BN heteroaromatics to date, have been synthesized in three steps. The molecules exhibit curved π-surfaces, showing two different conformations which are self-organized into a sandwich structure and...
Article
An electron-deficient building block BDOPV is developed to construct a new donor-acceptor conjugated polymer BDOPV-2T for high-performance n-type and oxygen-doped ambipolar polymer field-effect transistors. A high electron mobility up to 1.74 cm(2) V(-1) s(-1) is demonstrated under ambient conditions. Furthermore, the oxygen-doping effect and possi...
Article
Aromatic compounds, such as benzene and its derivatives, porphyrins, fullerenes, carbon nanotubes, and graphene, have numerous applications in biomedicine, materials science, energy science, and environmental science. Metalla-aromatics are analogues of conventional organic aromatic molecules in which one of the (hydro)carbon segments is formally re...
Article
Poly(p-phenylene vinylene) derivatives (PPVs) are one of the most widely investigated p-type polymers in organic electronics. None-theless, PPVs generally exhibit electron mobility lower than 10-4 cm2 V-1 s-1, thus hindering their applications in high-performance polymer FETs and organic photovoltaics. Herein, we design and synthesize a novel elect...
Article
Osmium hydrido vinylidene 1 shows diverse cyclization reactivity with activated terminal alkynes. Treatment of 1 with HCCCOR' (R'=OEt and Me) gave osmafurans 3 a and 3 b via osmium alkenyl/vinylidenes 2 a and 2 b. In addition, 1 reacted with HCCCH(OH)CCH to yield osmabenzene 4, in which the alkynol acted as a C(5) fragment to cyclize with 1. Mec...
Article
We report herein the first example of the conversion of metallabenzyne II and isometallabenzene III. The osmium hydride vinylidene complex 1 reacts with HC≡CCH(OEt)(2) to give osmabenzyne 3 via isoosmabenzene 2. Compound 3 exhibits high thermal stability in air. Nonetheless, nucleophilic attack at 3 provides isoosmabenzenes 4 a and 4 b, or opens th...
Article
The interconversion of metallabenzyne and isometallabenzene has been achieved for the first time. An isoosmabenzene intermediate undergoes an elimination reaction to give an osmabenzyne. Regioselective nucleophilic attack at the osmabenzyne restores isoosmabenzenes. DFT calculations suggest that steric hindrance and electronic effects contribute sy...
Article
A ditopic ligand (1), containing two tridentate bis(acylhydrazone) subunits and bearing both long alkyl chains and hydrogen-bonding groups, has been synthesised. Metal cation binding in the presence of a base leads to hierarchical self-assembly, forming first a neutral [2 × 2] grid-type complex (2) that hierarchically assembles into metallosupramol...
Article
Matrix assisted laser desorption/ionisation mass spectrometry (MALDI-MS) methods have been developed for the characterisation of neutral [2×2] metallogrids derived fromdiimine, dihydrazone and diacylhydrazone ligands. Such grids may be protonated in solution to give cationic species but in most cases these are labile, so that rather delicate condit...
Article
Self-recognition within the crystal lattices of three functionalised macrocycles results in the formation of arrays of remarkably similar hermaphroditic pairs of macrocycles. In the case of two of the macrocycles containing acylhydrazine substituents, a hitherto unknown recognition pattern is found in the interaction of the hydrazine moiety with cr...
Article
Ditopic bis(acylhydrazone) ligands, derived from the reactions of carbohydrazides with 2-phenylpyrimidine-4,6-dicarbaldehyde and designed for grid formation with octahedrally coordinating transition-metal ions, exhibit a varied coordination chemistry depending upon the degree of their deprotonation. The neutral acylhydrazones are relatively poor li...
Article
A novel family of polycyclic aromatic hydrocarbons of various shapes based on the 10H-indeno[1,2-b]triphenylene skeleton has been synthesized via a reaction sequence of Diels-Alder reaction, decarbonylation, followed by an oxidative cyclization. In particular, the reaction conditions for regioselective oxidative cyclization promoted by FeCl3 are in...
Article
[structure: see text] A synthetic strategy promising the establishment of a new star-shaped and linear polycyclic aromatic hydrocarbons (PAHs) family with distinct molecular topologies has been developed. The Sonogashira reaction between the iodide derivatives 2a-e and phenylacetylene catalyzed with Pd(0) affords 3a-e in high yields. The Diels-Alde...
Article
[structure: see text] A synthetic protocol for a novel family of symmetric polycyclic aromatics with a benzene or cyclooctatetraene (COT) ring as the core and alternant fused benzene and cyclopentadiene rings as branches has been developed. The TiCl(4)-promoted cyclizations construct both planar trimers and tubelike tetramers via the "in situ" gene...
Article
A series of blue light-emitting copolymers containing alternative dialkoxy-substituted phenylene group and the fluorene moiety with different functional groups at the C-9 bridge position have been prepared through the Suzuki polymerization in this contribution. The detailed investigation of the optical properties demonstrates that the spectral ther...
Article
[structure: see text] A series of novel extended pi-conjugated twin molecules based on 10,15-dihydro-5H-diindeno[1,2-alpha;1',2'-c]fluorene (truxene) have been prepared via Pd(0)-catalyzed Suzuki coupling, Sonogashira coupling, and McMurry reactions, respectively. 9,9'-Spirobifluorenylene, ethynylene, and vinylene groups as the bridge are introduce...
Article
Two series of novel alternating polyfluorene copolymers containing 10,15-dihydro-5H-diindeno[1,2-α;1‘,2‘-c]fluorene (truxene) moiety have been prepared through the Pd(0)-catalyzed Suzuki polymerization. The structure and purity of desired polymers is fully characterized by 1H and 13C NMR, UV−vis, and photoluminescent spectroscopy, gel permeation ch...
Article
This paper reports the facile synthetic strategy of a series of novel pi-conjugated dendrimers (G0 and G1) based on 10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluorene (truxene) in which the benzene cores are generated "in-situ" from acetyl aromatics by the acid-promoted cyclotrimerizations. The unique NMR behaviors, physical properties, and electrolu...
Article
With the introduction of a diisopropyloxyphosphoryl (DIPP) group at the N-terminus of amino acids, the signal response in electrospray ionization mass spectrometry can be enhanced by 10-100-fold in positive mode and even more in negative mode. An enhancement of proton affinity due to the N-terminal DIPP derivatization was considered to be responsib...
Article
The largest pi-conjugated dendrimers containing up to nine 10,15-dihydro-5H-diindeno[1,2-alpha;1',2';-c]fluorene (truxene) moieties have been prepared with good yields by repetitive Friedel-Crafts acetylation and acid-promoted cyclotrimerization reactions. An alternative approach to the convergent synthesis of desired dendrimers has been developed,...
Article
A facile approach to soluble star-shaped oligothiophene-functionalized polycyclic aromatics based on truxene is developed in this Communication. The Suzuki coupling reactions afford the thiophene-containing polycyclic aromatics with long branches (about 2.1 nm length from the heart to the periphery) from truxene precursor with excellent yields. The...
Article
Oligothiophene-functionalized 9,9'-spirobifluorene derivatives exhibit good solubility in polar organic solvents, especially compounds 5a-d to 7a-d due to the introduction of the flexible n-hexyl chain. The structures of all compounds studied are characterized and verified by (1)H and (13)C NMR spectra. The results not only show that these organic...
Article
Two series of novel fully conjugated oligomers, oligothiophene-functionalized 9,9'-spirobifluorene derivatives, have been developed in this contribution. First, four 9,9'-spirobifluorene bromide derivatives (compounds 1a-d) are prepared through various synthetic routes. Oligothiophene derivatives with or without substituents are synthesized through...

Network

Cited By