Photoredox-catalyzed hydrogenation of alkenes assisted by an in situ generated PPh3(OH) radical and acetic acid

被引：2

作者：

Xie, Zhen-Zhen ^{[1
]}

Zheng, Yu ^{[1
,2
]}

Liao, Zi-Hao ^{[1
]}

Yuan, Chu-Ping ^{[1
]}

Li, Ming-Zhi ^{[1
]}

Deng, Ke-Yi ^{[1
]}

Xiang, Hao-Yue ^{[1
]}

Chen, Kai ^{[1
]}

Yang, Hua ^{[1
]}

机构：

[1] Cent South Univ, Coll Chem & Chem Engn, Changsha 410083, Peoples R China

[2] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 15期

基金：

中国国家自然科学基金;

关键词：

COUPLED ELECTRON-TRANSFER; OXIDATIVE ADDITION; H BONDS; WATER; ACTIVATION; AMMONIA; REDUCTION; COMPLEXES; OLEFINS;

D O I：

10.1039/d4qo00661e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, a practical, mild and convenient strategy was disclosed for the hydrogenation of alkenes under photocatalytic conditions through a HAT/protonation process. A combination of experimental and computational studies suggested that water was activated by a phosphine radical cation to generate the critical intermediate, the PR3(OH) radical, which acted as a "free" hydrogen atom to facilitate the initial HAT process.

引用

页码：4187 / 4193

页数：7

共 3 条

[1] Photoredox-Catalyzed Selective α-Scission of PR3-OH Radicals to Access Hydroalkylation of Alkenes
Xie, Zhen-Zhen
Liao, Zi-Hao
Zheng, Yu
Yuan, Chu-Ping
Guan, Jian-Ping
Li, Ming-Zhi
Deng, Ke-Yi
Xiang, Hao-Yue
Chen, Kai
Yang, Hua
ORGANIC LETTERS, 2023, 25 (50) : 9014 - 9019
[2] Photoredox-Catalyzed and Copper(II) Salt-Assisted Radical Addition/Hydroxylation Reaction of Alkenes, Sulfur Ylides, and Water
Yan, Dong-Mei
Xu, Shuang-Hua
Qan, Hao
Gao, Pan-Pan
Bi, Ming-Hang
Xiao, Wen-Jing
Chen, Jia-Rong
ACS CATALYSIS, 2022, 12 (06): : 3279 - 3285
[3] Microwave-Assisted Atom Transfer Radical Cyclization in the Synthesis of 3,3-Dichloro-γ- and δ-Lactams from N-Alkenyl-Tethered Trichloroacetamides Catalyzed by RuCl2(PPh3)3 and Their Cytotoxic Evaluation
Diaba, Faiza
Sandor, Alexandra G.
Moran, Maria del Carmen
MOLECULES, 2024, 29 (09):

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