Please use this identifier to cite or link to this item:
|Title:||Studies on copper-catalyzed aerobic reactions of N-H imines||Authors:||Ang, Gim Yean||Keywords:||DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis||Issue Date:||2012||Source:||Ang, G. Y. (2012). Studies on copper-catalyzed aerobic reactions of N-H imines. Doctoral thesis, Nanyang Technological University, Singapore.||Abstract:||On investigating copper-catalyzed aerobic reactions of N-H imines, it was discovered that the iminyl copper species formed from reaction of Grignard reactions with carbonitriles, could undergo either C-H oxygenation or C-C bond cleavage depending on the starting material. The methylene C-H oxidation provides 1,2-diacylbenzenes, which could be further transformed into phthalazines and isoindolines, while a C-C bond cleavage provides carbonitriles using pivalonitrile as a cyanide source. Both transformations are aided by the oxidation of the iminyl copper species with diradical oxygen to form a peroxycopper intermediate, followed by oxidation or homolytic cleavage to effect oxidation and C-C bond cleavage respectively. Both reactions could provide a range of desired products in respectable yields.||URI:||https://hdl.handle.net/10356/50839||DOI:||10.32657/10356/50839||Fulltext Permission:||open||Fulltext Availability:||With Fulltext|
|Appears in Collections:||SPMS Theses|
Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.