32792-53-3Relevant academic research and scientific papers
Dual aminoquinolate diarylboron and nickel catalysed metallaphotoredox platform for carbon-oxygen bond construction
Day, Craig,Jia, Xin,Wei, Lanfeng,Xu, Liang,Zu, Weisai
supporting information, p. 8273 - 8276 (2020/08/17)
Herein, aminoquinolate diarylboron complexes are utilized as photocatalysts in dual Ni/photoredox catalyzed carbon-oxygen construction reactions. Via this unified metallaphotoredox platform, diverse (hetero)aryl halides can be conveniently coupled with acids, alcohols and water. This method features operational simplicity, broad substrate scope and good compatibility with functional groups. This journal is
N-Heterocyclic carbene catalysed aerobic oxidation of aromatic aldehydes to aryl esters using boronic acids
Arde, Panjab,Ramanjaneyulu,Reddy, Virsinha,Saxena, Apurv,Anand, R. Vijaya
supporting information; experimental part, p. 848 - 851 (2012/02/05)
The organocatalytic behavior of N-heterocyclic carbenes in the aerobic oxidation of aromatic aldehydes to esters with boronic acids has been explored. This transition metal-free protocol allows access to a wide variety of aromatic esters in good to excellent yields under mild reaction conditions.
Rhodium-catalyzed cleavage reaction of aryl methyl ethers with thioesters
Arisawa, Mieko,Nihei, Yuri,Suzuki, Takaaki,Yamaguchi, Masahiko
body text, p. 855 - 857 (2012/03/26)
A rhodium complex catalyzed the reaction of aryl methyl ethers and thioesters giving the corresponding aryl esters and methyl sulfides. S-(p-Chlorophenyl) p-(dimethylamino)benzothioate was used for the reaction of methyl aryl ethers with electron-withdrawing groups, and an S-(p-tolyl) derivative was used for those with electron-donating groups. Polymethoxybenzenes were converted to the esters in a regioselective manner.
Evidence of substituent-induced electronic interplay. Effect of the remote aromatic ring substituent of phenyl benzoates on the sensitivity of the carbonyl unit to electronic effects of phenyl or benzoyl ring substituents
Neuvonen, Helmi,Neuvonen, Kari,Pasanen, Paavo
, p. 3794 - 3800 (2007/10/03)
Carbonyl carbon 13C NMR chemical shifts δC(C=O) measured in this work for a wide set of substituted phenyl benzoates p-Y-C 6H4CO2C6H4-p-X (X = NO2, CN, Cl, Br, H, Me, or MeO; Y = NO2, Cl, H, Me, MeO, or NMe2) have been used as a tool to study substituent effects on the carbonyl unit. The goal of the work was to study the cross-interaction between X and Y in that respect. Both the phenyl substituents X and the benzoyl substituents Y have a reverse effect on δC(C=O). Electron-withdrawing substituents cause shielding while electron-donating ones have an opposite influence, with both inductive and resonance effects being significant. The presence of cross-interaction between X and Y could be clearly verified. Electronic effects of the remote aromatic ring substituents systematically modify the sensitivity of the C=O group to the electronic effects of the phenyl or benzoyl ring substituents. Electron-withdrawing substituents in one ring decrease the sensitivity of δC(C=O) to the substitution of another ring, while electron-donating substituents inversely affect the sensitivity. It is suggested that the results can be explained by substituent-sensitive balance of the contributions of different resonance structures (electron delocalization, Scheme 1).
Activation of imidazolides using methyl trifluoromethanesulfonate: A convenient method for the preparation of hindered esters and amides
Ulibarri, Gerardo,Choret, Nadege,Bigg, Dennis C. H.
, p. 1286 - 1288 (2007/10/03)
Treatment of imidazolides with methyl trifluoromethanesulfonate followed by reaction with alcohols or amines provides a convenient one-pot procedure for the preparation of esters and amides. The method is applicable to imidazolides of low reactivity as well as to hindered nucleophiles.
