Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts

Margaret L. Scheuermann; Elizabeth J. Johnson; Paul J. Chirik

doi:10.1021/acs.orglett.5b01135

Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts

Margaret L. Scheuermann, Elizabeth J. Johnson, Paul J. Chirik

Chemistry

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169 Scopus citations

Abstract

Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt₃, (PPh₃)₃CoH(N₂) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh₃)₃CoH(N₂) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α -dienes.

Original language	English (US)
Pages (from-to)	2716-2719
Number of pages	4
Journal	Organic letters
Volume	17
Issue number	11
DOIs	https://doi.org/10.1021/acs.orglett.5b01135
State	Published - Jun 5 2015

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.5b01135

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title = "Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts",

abstract = "Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt3, (PPh3)3CoH(N2) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh3)3CoH(N2) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α -dienes.",

author = "Scheuermann, {Margaret L.} and Johnson, {Elizabeth J.} and Chirik, {Paul J.}",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

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doi = "10.1021/acs.orglett.5b01135",

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T1 - Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts

AU - Scheuermann, Margaret L.

AU - Johnson, Elizabeth J.

AU - Chirik, Paul J.

PY - 2015/6/5

Y1 - 2015/6/5

N2 - Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt3, (PPh3)3CoH(N2) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh3)3CoH(N2) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α -dienes.

AB - Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt3, (PPh3)3CoH(N2) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh3)3CoH(N2) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α -dienes.

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JO - Organic letters

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ER -

Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts

Abstract

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