138971-35-4Relevant academic research and scientific papers
Visible-Light Photoredox-Catalyzed Remote Difunctionalizing Carboxylation of Unactivated Alkenes with CO2
Chen, Liang,Fu, Dong-Min,Fu, Qiang,Jiang, Yuan-Xu,Lan, Yu,Song, Lei,Ye, Jian-Heng,Yu, Da-Gang,Zhu, Lei
, p. 21121 - 21128 (2020)
Remote difunctionalization of unactivated alkenes is challenging but a highly attractive tactic to install two functional groups across long distances. Reported herein is the first remote difunctionalization of alkenes with CO2. This visible-light photoredox catalysis strategy provides a facile method to synthesize a series of carboxylic acids bearing valuable fluorine- or phosphorus-containing functional groups. Moreover, this versatile protocol shows mild reaction conditions, broad substrate scope, and good functional-group tolerance. Based on DFT calculations, a radical adds to an unactivated alkene to smoothly form a new carbon radical, followed by a 1,5-hydrogen atom-transfer process, the rate-limiting step, generating a more stable benzylic radical. The reduction of the benzylic radicals by an IrII species generates the corresponding benzylic carbanions as the key intermediates, which further undergo nucleophilic attack with CO2 to generate carboxylates.
Hydride Reduction by a Sodium Hydride-Iodide Composite
Too, Pei Chui,Chan, Guo Hao,Tnay, Ya Lin,Hirao, Hajime,Chiba, Shunsuke
supporting information, p. 3719 - 3723 (2016/03/26)
Sodium hydride (NaH) is widely used as a Br?nsted base in chemical synthesis and reacts with various Br?nsted acids, whereas it rarely behaves as a reducing reagent through delivery of the hydride to polar π electrophiles. This study presents a series of reduction reactions of nitriles, amides, and imines as enabled by NaH in the presence of LiI or NaI. This remarkably simple protocol endows NaH with unprecedented and unique hydride-donor chemical reactivity.
Preparation of difunctional initiators for anionic polymerization
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, (2008/06/13)
Processes for preparing a polymerization initiator precursor compound are disclosed wherein a first process involves dimerizing a halogen-diarylpropane compound to form a tetraarylhexane compound. A second process involves reacting a diaryl-propanol compound with a halogen-diarylpropane compound to form a bis(diaryl-propyl) ether compound. A third process involves reacting a halogen-diarylpropane compound with allyl halogen to form a diaryl-hexene compound.
Mechanistic pathways in phosphate ester photochemistry
Givens, Richard S.,Singh, Rominder
, p. 7013 - 7016 (2007/10/02)
Initial bond breaking processes (homolysis vs heterolysis) of phosphate ester photosolvolysis were probed by chemically trapping the reactive intermediates with a tethered 5-hexenyl group. The resulting mechanistic picture is a blend of homolytic and heterolytic pathways, where the heterolytic cleavage is dominant.
