577-16-2Relevant articles and documents
Selective Activation of Unstrained C(O)-C Bond in Ketone Suzuki-Miyaura Coupling Reaction Enabled by Hydride-Transfer Strategy
Zhong, Jing,Zhou, Wuxin,Yan, Xufei,Xia, Ying,Xiang, Haifeng,Zhou, Xiangge
supporting information, p. 1372 - 1377 (2022/02/23)
A Rh(I)-catalyzed ketone Suzuki-Miyaura coupling reaction of benzylacetone with arylboronic acid is developed. Selective C(O)-C bond activation, which employs aminopyridine as a temporary directing group and ethyl vinyl ketone as a hydride acceptor, occurs on the alkyl chain containing a β-position hydrogen. A series of acetophenone products were obtained in yields up to 75%.
o-Quinone methide with overcrowded olefin component as a dehydridation catalyst under aerobic photoirradiation conditions
Uraguchi, Daisuke,Kato, Kohsuke,Ooi, Takashi
, p. 2778 - 2783 (2021/03/14)
Ano-quinone methide (o-QM) featuring an overcrowded olefinic framework is introduced, which exhibits dehydridation activity owing to its enhanced zwitterionic character, particularly through photoexcitation. The characteristics of thiso-QM enable the operation of dehydridative catalysis in the oxidation of benzylic secondary alcohols under aerobic photoirradiation conditions. An experimental analysis and density functional theory calculations provide mechanistic insights; the ground-state zwitterionic intermediate abstracts a hydride and proton simultaneously, and the active oxygen species facilitate catalyst regeneration.
NHC ligand-based half-sandwich iridium complexes: synthesis, structure and catalytic activity in acceptorless dehydrogenation and transfer hydrogenation
Deng, Wei,Jin, Yan,Li, Rong-Jian,Liu, Zhen-Jiang,Wang, Yang,Yao, Zi-Jian
, p. 19002 - 19010 (2021/10/29)
A set of neutral C,C-chelate half-sandwich iridium(iii) complexes have been prepared with NHC ligands that contain pendant aromatic rings as potentially chelating donor sites. The catalytic activity of such iridium complexes has been investigated for the acceptorless dehydrogenation (AD) reactions of alcohols and for the transfer hydrogenation reactions of ketones. The prepared iridium(iii) complexes show excellent catalytic activity for AD reactions of a wide range of secondary alcohols, and they are also shown to be effective for the synthesis of aldehydes from primary alcohols without the observation of undesired byproducts such as esters. Additionally, these complexes are also highly efficient in transfer hydrogenation of ketones and aldehydes, which give the alcohols in good yields under mild conditions. The exact structure and bonding mode of the NHC-based iridium complexes was identified using various spectroscopic methods and single crystal X-ray analysis.
