Boron-Based Catalysts for C−C Bond-Formation Reactions

Bin Rao; Rei Kinjo

doi:10.1002/asia.201701796

Boron-Based Catalysts for C−C Bond-Formation Reactions

Bin Rao, Rei Kinjo^*

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Review article › peer-review

75 Citations (Scopus)

Abstract

Because the construction of the C−C bond is one of the most significant reactions in organic chemistry, the development of an efficient strategy has attracted much attention throughout the synthetic community. Among various protocols to form C−C bonds, organoboron compounds are not just limited to stoichiometric reagents, but have also made great achievements as catalysts because of the easy modification of the electronic and steric impacts on the boron center. This review presents recent developments of boron-based catalysts applied in the field of C−C bond-formation reactions, which are classified into four kinds on the basis of the type of boron catalyst: 1) highly Lewis acidic borane, B(C₆F₅)₃; 2) organoboron acids, RB(OH)₂, and their ester derivatives; 3) borenium ions, (R₂BL)X; and 4) other miscellaneous kinds.

Original language	English
Pages (from-to)	1279-1292
Number of pages	14
Journal	Chemistry - An Asian Journal
Volume	13
Issue number	10
DOIs	https://doi.org/10.1002/asia.201701796
Publication status	Published - May 18 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Biochemistry
General Chemistry
Organic Chemistry

Keywords

boranes
boron
C−C coupling
organocatalysis
synthesis design

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10.1002/asia.201701796

Cite this

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title = "Boron-Based Catalysts for C−C Bond-Formation Reactions",

abstract = "Because the construction of the C−C bond is one of the most significant reactions in organic chemistry, the development of an efficient strategy has attracted much attention throughout the synthetic community. Among various protocols to form C−C bonds, organoboron compounds are not just limited to stoichiometric reagents, but have also made great achievements as catalysts because of the easy modification of the electronic and steric impacts on the boron center. This review presents recent developments of boron-based catalysts applied in the field of C−C bond-formation reactions, which are classified into four kinds on the basis of the type of boron catalyst: 1) highly Lewis acidic borane, B(C6F5)3; 2) organoboron acids, RB(OH)2, and their ester derivatives; 3) borenium ions, (R2BL)X; and 4) other miscellaneous kinds.",

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AU - Kinjo, Rei

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N2 - Because the construction of the C−C bond is one of the most significant reactions in organic chemistry, the development of an efficient strategy has attracted much attention throughout the synthetic community. Among various protocols to form C−C bonds, organoboron compounds are not just limited to stoichiometric reagents, but have also made great achievements as catalysts because of the easy modification of the electronic and steric impacts on the boron center. This review presents recent developments of boron-based catalysts applied in the field of C−C bond-formation reactions, which are classified into four kinds on the basis of the type of boron catalyst: 1) highly Lewis acidic borane, B(C6F5)3; 2) organoboron acids, RB(OH)2, and their ester derivatives; 3) borenium ions, (R2BL)X; and 4) other miscellaneous kinds.

AB - Because the construction of the C−C bond is one of the most significant reactions in organic chemistry, the development of an efficient strategy has attracted much attention throughout the synthetic community. Among various protocols to form C−C bonds, organoboron compounds are not just limited to stoichiometric reagents, but have also made great achievements as catalysts because of the easy modification of the electronic and steric impacts on the boron center. This review presents recent developments of boron-based catalysts applied in the field of C−C bond-formation reactions, which are classified into four kinds on the basis of the type of boron catalyst: 1) highly Lewis acidic borane, B(C6F5)3; 2) organoboron acids, RB(OH)2, and their ester derivatives; 3) borenium ions, (R2BL)X; and 4) other miscellaneous kinds.

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Boron-Based Catalysts for C−C Bond-Formation Reactions

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

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