Cobalt-Catalyzed Regioselective Hydroboration of Terminal Alkenes

被引：41

作者：

Zhang, Guoqi ^{[1
,2
]}

Wu, Jing ^{[1
,2
,3
]}

Wang, Man ^{[1
,2
,4
]}

Zeng, Haisu ^{[1
,2
,3
]}

Cheng, Jessica ^{[1
,2
]}

Neary, Michelle C. ^{[3
]}

Zheng, Shengping ^{[3
]}

机构：

[1] CUNY, Grad Ctr, Dept Sci, John Jay Coll, New York, NY 10019 USA

[2] CUNY, Grad Ctr, PhD Chem Program, New York, NY 10019 USA

[3] CUNY Hunter Coll, Dept Chem, New York, NY 10065 USA

[4] New York Mil Acad, 78 Acad Ave, Cornwall On Hudson, NY 12520 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 38期

关键词：

Hydroboration; Alkenes; Regioselectivity; Cobalt; Homogeneous catalysts; N ligands; MARKOVNIKOV-SELECTIVE HYDROBORATION; ASYMMETRIC HYDROBORATION; ISOMERIZATION-HYDROBORATION; 1,1-DISUBSTITUTED ALKENES; TRANSFER HYDROGENATION; ARYL ALKENES; C=N BONDS; IRON; ALCOHOLS; AMINES;

D O I：

10.1002/ejoc.201701047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cobalt(II) catalysts based on flexible PNP or NNN ligands were explored for the regioselective hydroboration of alkenes. A known Co-II-PNP pincer complex was found to efficiently catalyze alkene hydroboration with excellent anti-Markovnikov selectivity, whereas a newly synthesized dinuclear Co-II-NNN complex was found to catalyze the hydroboration of a range of aromatic terminal alkenes with good Markovnikov selectivities (up to 98:2, b/l). This represents a rare example of Markovnikov selectivity in the hydroboration of alkenes using an inexpensive, flexible-ligand-supported dinuclear cobalt catalyst.

引用

页码：5814 / 5818

页数：5

共 50 条

[31] Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones
Liu, Wenbo
Guo, Jun
Xing, Shipei
Lu, Zhan
[J]. ORGANIC LETTERS, 2020, 22 (07) : 2532 - 2536
[32] Cobalt-catalyzed asymmetric hydroboration of aryl ketones with pinacolborane
Guo, Jun
Chen, Jianhui
Lu, Zhan
[J]. CHEMICAL COMMUNICATIONS, 2015, 51 (26) : 5725 - 5727
[33] Highly Enantioselective Cobalt-Catalyzed Hydrosilylation of Alkenes
Cheng, Biao
Lu, Peng
Zhang, Heyi
Cheng, Xinpeng
Lu, Zhan
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (28) : 9439 - 9442
[34] Organozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes
Cheng, Xinyi
Liu, Xingchen
Wang, Shengchun
Hu, Ying
Hu, Binjing
Lei, Aiwen
Li, Jie
[J]. NATURE COMMUNICATIONS, 2021, 12 (01)
[35] Cobalt-Catalyzed Enantioselective Alkynylation of Oxabicyclic Alkenes
Wei, Lin-Wen
Ma, Zhan-Cai
Wang, Zhao-Qing
Zhao, Yu
Huang, Yuan
[J]. SYNTHESIS-STUTTGART, 2023, 55 (23): : 3954 - 3960
[36] Organozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes
Xinyi Cheng
Xingchen Liu
Shengchun Wang
Ying Hu
Binjing Hu
Aiwen Lei
Jie Li
[J]. Nature Communications, 12
[37] Synthesis of 1,1-diboronate esters by cobalt-catalyzed sequential hydroboration of terminal alkynes
Zuo, Ziqing
Huang, Zheng
[J]. ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (04): : 434 - 438
[38] Cobalt-Catalyzed Asymmetric Sequential Hydroboration/Hydrogenation of Internal Alkynes
Guo, Jun
Cheng, Biao
Shen, Xuzhong
Lu, Zhan
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (43) : 15316 - 15319
[39] Cobalt-catalyzed hydroboration of 1,3-(E)-dienes
Mehta, Milauni
Rajanbabu, Thaliyil
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
[40] Cobalt-Catalyzed Reduction of Aldehydes to Alcohols via the Hydroboration Reaction
Lewandowski, Dariusz
Hreczycho, Grzegorz
[J]. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2024, 25 (14)

← 1 2 3 4 5 →