5018-87-1Relevant articles and documents
Mechanochemical Friedel-crafts acylations
Dud, Mateja,Bri?, Anamarija,Ju?inski, Iva,Gracin, Davor,Margeti?, Davor
supporting information, p. 1313 - 1320 (2019/07/08)
Friedel-Crafts (FC) acylation reactions were exploited in the preparation of ketone-functionalized aromatics. Environmentally more friendly, solvent-free mechanochemical reaction conditions of this industrially important reaction were developed. Reaction parameters such as FC catalyst, time, ratio of reagents and milling support were studied to establish the optimal reaction conditions. The scope of the reaction was explored by employment of different aromatic hydrocarbons in conjunction with anhydrides and acylation reagents. It was shown that certain FC-reactive aromatics could be effectively functionalized by FC acylations carried out under ball-milling conditions without the presence of a solvent. The reaction mechanism was studied by in situ Raman and ex situ IR spectroscopy.
Synthesis, Structure, and Properties of Tetrabenzo[7]circulene
Gu, Xiao,Li, Huiyan,Shan, Bowen,Liu, Zhifeng,Miao, Qian
supporting information, p. 2246 - 2249 (2017/05/12)
Tetrabenzo[7]circulene, a new member of aromatic saddles, was conveniently synthesized from 2-(1-naphthoyl)benzoic acid with the seven-membered ring constructed at an early stage of the synthesis. This method, upon minor modification, was also useful for synthesis of thiophene-annulated [7]circulenes. The structures of tetrabenzo[7]circulene and [7]circulene were compared in terms of symmetry, flexibility, and curvature on the basis of DFT calculations and X-ray crystallography. It was also found that tetrabenzo[7]circulene functioned as a p-type semiconductor in thin-film transistors and cocrystallized with C60
Direct synthesis of γ-substituted phthalides by cyclization of benzyl radicals generated from o-(arylmethyl)benzoic acids
Mahmoodi,Salehpour
, p. 1760 - 1763 (2007/10/03)
Direct oxidation of o-(arylmethyl)benzoic acids with sodium peroxysulfate-copper(II) chloride in water yields γ-substituted phthalides. The reaction is highly regioselective, and the corresponding γ-butyro-lactones are the only products formed through intermediate stable arylmethyl radicals.