A modular, air-stable nickel precatalyst

Jason D. Shields; Erin E. Gray; Abigail G. Doyle

doi:10.1021/acs.orglett.5b00766

A modular, air-stable nickel precatalyst

Jason D. Shields, Erin E. Gray, Abigail G. Doyle

Research output: Contribution to journal › Article › peer-review

104 Scopus citations

Abstract

The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono- and bidentate phosphines, diimines, and N-heterocyclic carbenes. Preliminary mechanistic studies are also reported, which suggest that [(TMEDA)Ni(o-tolyl)Cl] can activate by either a Ni-B or Ni-Ni transmetalation event, depending on the reaction conditions.

Original language	English (US)
Pages (from-to)	2166-2169
Number of pages	4
Journal	Organic letters
Volume	17
Issue number	9
DOIs	https://doi.org/10.1021/acs.orglett.5b00766
State	Published - May 1 2015

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/acs.orglett.5b00766

Cite this

@article{64c55c17aea844a29fb31f9aae0a79ef,

title = "A modular, air-stable nickel precatalyst",

abstract = "The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono- and bidentate phosphines, diimines, and N-heterocyclic carbenes. Preliminary mechanistic studies are also reported, which suggest that [(TMEDA)Ni(o-tolyl)Cl] can activate by either a Ni-B or Ni-Ni transmetalation event, depending on the reaction conditions.",

author = "Shields, {Jason D.} and Gray, {Erin E.} and Doyle, {Abigail G.}",

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

year = "2015",

month = may,

day = "1",

doi = "10.1021/acs.orglett.5b00766",

language = "English (US)",

volume = "17",

pages = "2166--2169",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - A modular, air-stable nickel precatalyst

AU - Shields, Jason D.

AU - Gray, Erin E.

AU - Doyle, Abigail G.

PY - 2015/5/1

Y1 - 2015/5/1

N2 - The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono- and bidentate phosphines, diimines, and N-heterocyclic carbenes. Preliminary mechanistic studies are also reported, which suggest that [(TMEDA)Ni(o-tolyl)Cl] can activate by either a Ni-B or Ni-Ni transmetalation event, depending on the reaction conditions.

AB - The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono- and bidentate phosphines, diimines, and N-heterocyclic carbenes. Preliminary mechanistic studies are also reported, which suggest that [(TMEDA)Ni(o-tolyl)Cl] can activate by either a Ni-B or Ni-Ni transmetalation event, depending on the reaction conditions.

UR - http://www.scopus.com/inward/record.url?scp=84928905637&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84928905637&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.5b00766

DO - 10.1021/acs.orglett.5b00766

M3 - Article

C2 - 25886092

AN - SCOPUS:84928905637

SN - 1523-7060

VL - 17

SP - 2166

EP - 2169

JO - Organic letters

JF - Organic letters

IS - 9

ER -

A modular, air-stable nickel precatalyst

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this