Chromium-Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl-Functionalized Skipped (E,Z)-Dienes

Yinsong Zhao; Shaozhong Ge

doi:10.1002/anie.202012344

Chromium-Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl-Functionalized Skipped (E,Z)-Dienes

Yinsong Zhao
, Shaozhong Ge^*

^*此作品的通讯作者

National University of Singapore

科研成果: 期刊稿件 › 文章 › 同行评审

33 引用（Scopus）

摘要

A chromium-catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl-functionalized skipped dienes with a catalyst generated in situ from CrCl₂ and a pyridine-2,6-diimine ligand ^mesPDI. A variety of allenes reacted with pinacolborane (HBpin) to afford the corresponding boryl-functionalized (E,Z)-1,4-dienes in high yields and with excellent selectivity. Electron paramagnetic resonance (EPR) spectroscopic studies suggest that this chromium-catalyzed reaction probably proceeds through a chromium(I) hydride intermediate.

源语言	英语
页（从-至）	2149-2154
页数	6
期刊	Angewandte Chemie - International Edition
卷	60
期	4
DOI	https://doi.org/10.1002/anie.202012344
出版状态	已出版 - 25 1月 2021
已对外发布	是

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title = "Chromium-Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl-Functionalized Skipped (E,Z)-Dienes",

abstract = "A chromium-catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl-functionalized skipped dienes with a catalyst generated in situ from CrCl2 and a pyridine-2,6-diimine ligand mesPDI. A variety of allenes reacted with pinacolborane (HBpin) to afford the corresponding boryl-functionalized (E,Z)-1,4-dienes in high yields and with excellent selectivity. Electron paramagnetic resonance (EPR) spectroscopic studies suggest that this chromium-catalyzed reaction probably proceeds through a chromium(I) hydride intermediate.",

keywords = "allenes, chromium, dimerization, homogeneous catalysis, hydroboration",

author = "Yinsong Zhao and Shaozhong Ge",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

year = "2021",

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day = "25",

doi = "10.1002/anie.202012344",

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AU - Ge, Shaozhong

PY - 2021/1/25

Y1 - 2021/1/25

N2 - A chromium-catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl-functionalized skipped dienes with a catalyst generated in situ from CrCl2 and a pyridine-2,6-diimine ligand mesPDI. A variety of allenes reacted with pinacolborane (HBpin) to afford the corresponding boryl-functionalized (E,Z)-1,4-dienes in high yields and with excellent selectivity. Electron paramagnetic resonance (EPR) spectroscopic studies suggest that this chromium-catalyzed reaction probably proceeds through a chromium(I) hydride intermediate.

AB - A chromium-catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl-functionalized skipped dienes with a catalyst generated in situ from CrCl2 and a pyridine-2,6-diimine ligand mesPDI. A variety of allenes reacted with pinacolborane (HBpin) to afford the corresponding boryl-functionalized (E,Z)-1,4-dienes in high yields and with excellent selectivity. Electron paramagnetic resonance (EPR) spectroscopic studies suggest that this chromium-catalyzed reaction probably proceeds through a chromium(I) hydride intermediate.

KW - allenes

KW - chromium

KW - dimerization

KW - homogeneous catalysis

KW - hydroboration

UR - https://www.scopus.com/pages/publications/85096657652

U2 - 10.1002/anie.202012344

DO - 10.1002/anie.202012344

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AN - SCOPUS:85096657652

SN - 1433-7851

VL - 60

SP - 2149

EP - 2154

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 4

ER -

Chromium-Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl-Functionalized Skipped (E,Z)-Dienes

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