Organic Letters

, volume 20 , issue 17 , pages 5357-5361

Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes

Xiangyu Zhao ¹

Dawei Yang ¹

Yahui Zhang ¹

Baomin Wang ¹

Jingping Qu ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, People’s Republic of China |

Key Laboratory for Advanced Materials, East China University of Science and Technology, Shanghai 200237, People’s Republic of China |

Publication type: Journal Article

Publication date: 2018-08-28

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.8b02267

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PubMed ID: 30152700

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A series of novel monothiolate-bridged dirhodium complexes, [Cp*Rh(μ-SR)(μ-Cl)2RhCp*][BF4] {Cp* = η5-C5Me5, R = tertiary butyl ( tBu), 1a; R = ferrocenyl (Fc), 1b; R = adamantyl (Ad), 1c} were designed and successfully synthesized, which can smoothly facilitate highly regioselective and stereoselective hydrosilylation of terminal alkynes to afford β( Z) vinylsilanes with good functional group compatibility. Furthermore, the hydride bridged dirhodium complex [Cp*Rh(μ-S tBu)(μ-Cl)(μ-H)RhCp*][BF4] (5) as a potential intermediate was obtained by the reaction of 1a with excess HSiEt3.

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Zhao X. et al. Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes // Organic Letters. 2018. Vol. 20. No. 17. pp. 5357-5361.

GOST all authors (up to 50) Copy

Zhao X., Yang D., Zhang Y., Wang B., Qu J. Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes // Organic Letters. 2018. Vol. 20. No. 17. pp. 5357-5361.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.8b02267

UR - https://doi.org/10.1021/acs.orglett.8b02267

TI - Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes

T2 - Organic Letters

AU - Zhao, Xiangyu

AU - Yang, Dawei

AU - Zhang, Yahui

AU - Wang, Baomin

AU - Qu, Jingping

PY - 2018

DA - 2018/08/28

PB - American Chemical Society (ACS)

SP - 5357-5361

IS - 17

VL - 20

PMID - 30152700

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2018_Zhao,

author = {Xiangyu Zhao and Dawei Yang and Yahui Zhang and Baomin Wang and Jingping Qu},

title = {Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes},

journal = {Organic Letters},

year = {2018},

volume = {20},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/acs.orglett.8b02267},

number = {17},

pages = {5357--5361},

doi = {10.1021/acs.orglett.8b02267}

}

MLA

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MLA Copy

Zhao, Xiangyu, et al. “Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes.” Organic Letters, vol. 20, no. 17, Aug. 2018, pp. 5357-5361. https://doi.org/10.1021/acs.orglett.8b02267.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)