Janos Balogh

Janos Balogh
Texas A&M University at Qatar | TAMU Qatar · Science

Doctor of Philosophy

About

24
Publications
1,419
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408
Citations
Additional affiliations
July 2011 - June 2012
University of St Andrews
Position
  • PostDoc Position

Publications

Publications (24)
Article
Full-text available
This paper reports the efficient synthesis of the first class of polyisobutylene(PIB)-supported palladium-PEPPSI precatalyst (PEPPSI = pyridine-enhanced precatalyst preparation, stabilization, and initiation). The new complexes are employed in Buchwald–Hartwig amination of aryl chlorides and are found to be reasonably active in the titled cross-cou...
Article
Linear trans-polypentenamers are highly desired materials among synthetic tire additives due to their comparable physical properties to natural rubber. trans-Polypentenamer can be prepared by equilibrium ring-opening metathesis polymerization (ROMP) using well-defined ruthenium catalyst systems. This unique feature of the equilibrium polymerization...
Article
The fluorous alkenes H2C[double bond, length as m-dash]CHRfn (Rfn = (CF2)n-1CF3; n = 8, 10) undergo the Mizoroki-Heck reaction with a variety of aromatic monobromides and polybromides such as 1,3- and 1,4-C6H4Br2, 1,3,5-C6H3Br3, 1,3,5-C6H3Br2Cl, 1,4-XC6H4Br (X = CF3, Rf8, COCH3, CN, 1,4-OC6H4Br), 1,2-O2NC6H4Br, 5-bromoisoquinoline, 5-bromopyrimidin...
Article
Linear trans-polypentenamers are highly desired materials among the synthetic tire additives due to their comparable physical properties to natural rubber. Trans-polypentenamer can be prepared by equilibrium ring-opening metathesis polymerization (ROMP) using well-defined ruthenium catalyst systems. This unique feature of the equilibrium polymeriza...
Article
The title catalyst (H2IMes)[3,5-NC5H3(CH2CH2Rf8)2]2(Cl)2Ru(=CHPh) [H2IMes=1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene, Rf8=(CF2)7CF3] was prepared from the fluorous pyridine 3,5-NC5H3(CH2CH2Rf8)2 (2.1equiv.) and the pyridine complex (H2IMes)(NC5H5)2(Cl)2Ru(=CHPh). 3,5-NC5H3(CH2CH2Rf8)2 was synthesized by a Heck reaction of 3,5-dibr...
Article
The free N-heterocyclic carbene IPent (1; IPent = 1,3-bis(2,6-bis(1-ethylpropyl)phenyl)imidazol-2-ylidene) was prepared from the corresponding imidazolium chloride salt (2). The steric and electronic parameters of 1 were determined by synthesis of the gold(I) chloride complex [Au(IPent)Cl] (3) and the nickel–carbonyl complex [Ni(IPent)(CO)3] (4), r...
Article
Full-text available
The ring-opening polymerization of beta-butyrolactone and lactide in solvent-free conditions and using NHC carboxylates as a (pre)catalyst is described. This class of catalysts enables the synthesis of aliphatic polyesters. These organocatalysts, which are easily synthesized, are remarkably robust, thus allowing the use of a bench-top reaction setu...
Article
The use of N-(alkyl/arylmethyl)-ferrocenylimines as ketene scavengers in the cobalt-catalysed carbonylation of ethyl diazoacetate resulted in the formation of tetrahydro-4(1H)-pyrimidinones as the main products. The structures of the new compounds were determined by various NMR techniques including 2D measurements. In some cases, the stereochemistr...
Article
Copper-catalyzed cycloaddition of steroidal azides and ferrocenyl-alkynes were found to be an efficient methodology for the synthesis of ferrocene-labeled steroids. At the same time, a great difference between the reactivity of 2β- or 16β-azido-androstanes and a sterically hindered 6β-azido steroid toward both ferrocenyl-alkynes and simple alkynes,...
Article
Steroid-β-lactam and steroid-β-lactam-ferrocene conjugates were synthesized via palladium-catalyzed carbonylation of steroidal 17-iodo-16-enes in the presence of 3-amino-azetidin-2-ones. β-Lactam derivatives have been used for the first time as nucleophiles in the aminocarbonylation reaction. The products were obtained in good yields and were chara...
Article
A series of studies were conducted to probe the stability and reactivity of a very sterically encumbered N-heterocyclic carbene. The X-ray structure of the NHC IPr* (IPr* = 1,3-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene) was determined. IPr* was used as an organocatalyst in transesterification reactions. Steric and electronic par...
Article
The domino reaction of ethyl diazoacetate, carbon monoxide and ferrocenylimines was investigated in the presence of Co2(CO)8 as catalyst. In most cases the main products are 2-(1-ferrocenylmethylidene) malonates formed by an N(1)–C(4) cleavage of the primarily derived β–lactams. The latter compounds could only be isolated when the reaction was carr...
Article
Steroids with the 17-iodo-16-ene functionality were converted to ferrocene labeled steroidal 17-carboxamides via a two step reaction sequence. The first step involved the palladium-catalyzed aminocarbonylation of the alkenyl iodides with prop-2-yn-1-amine as the nucleophile in the presence of the Pd(OAc)(2)/PPh(3) catalyst system. In the second ste...
Article
Since its discovery, ferrocene and its derivatives have been attracting much attention ranging from the viewpoint of catalysis, organic synthesis, new materials andsupramolecular chemistry. Accordingly, in recent years a considerable amount of research has been devoted to the synthesis of various substituted ferrocenes. The widespread use of transi...
Article
The triphenylphosphane-substituted carbonyl cobalt complexes Co2(CO)7(PPh3), Co2(CO)6(CHCO2Et)(PPh3), and [Co(CO)3(PPh3)2][Co(CO)4] were found to be more effective precatalysts in the carbonylation of ethyl diazoacetate under atmospheric pressure of carbon monoxide at 10 °C in dichloromethane solution than the parent Co2(CO)8 and Co2(CO)7(CHCO2Et)...
Article
Novel 2-(1-ferrocenyl-methylidene)-malonic acid derivatives are obtained upon reacting ethyl diazoacetate, carbon monoxide and ferrocenylimines in the presence of Co2(CO)8 as catalyst under mild conditions. Presumably, the reaction involves three steps taking place in a domino fashion, (i) carbonylation of ethyl diazoacetate leading to a ketene der...
Article
Double carbonylation of iodobenzene in the presence of amines were carried out effectively in a microfluidics-based flow reactor (X-Cube™) of high throughput capability using immobilized Pd(PPh3)4 catalyst. By the proper tuning of the reaction conditions α-ketoamides could be synthesized with 70–96% selectivities depending on the choice of the nucl...
Article
Ferrocene–labeled arginine derivatives with different structures were synthesized via homogeneous catalytic carbonylation. Aminocarbonylation of iodoferrocene in the presence of L-arginine methyl ester or Nα-benzoyl-L-arginine ethyl ester as N-nucleophiles led to triacyl derivatives as the main products. The formation of diacyl compounds was also o...
Article
A new method for the synthesis of primary amides from alkenyl iodides in one carbonylation Step using ammonium carbamate as ammonia synthon is reported. The products were obtained in good yields under mild reaction conditions using CO (1-6 bar). Steroidal substrates with various moieties (e.g., 6-OH group, lactams. or aromatic A-ring) Could be conv...
Article
Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1–5) has been carried out in the presence of (E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one (6) as the nucleophile. The products 1a–4a were obtained in moderate to good yield (43–75%) and were characterised with various spectroscopic...
Article
Palladium-catalysed aminocarbonylation of iodoferrocene with amino acid esters as nucleophiles results in the selective formation of N-ferrocenoyl amino acid esters in the presence of Et3N as the base. At the same time, the use of DBU leads to the formation of new N-ferrocenylglyoxyl amino acid derivatives with reasonable selectivity. In the latter...

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