Ligand-assisted nickel-catalysed sp(3)-sp(3) homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes

Stephen M. Goldup; David A. Leigh; Roy T. McBurney; Paul R. McGonigal; Andrew Plant

doi:10.1039/c0sc00279h

Ligand-assisted nickel-catalysed sp(3)-sp(3) homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes

Stephen M. Goldup, David A. Leigh, Roy T. McBurney, Paul R. McGonigal, Andrew Plant

School of Chemistry

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

Abstract

An efficient, mild and operationally simple Ni-catalysed sp(3)-carbon-to-sp(3)-carbon homocoupling of unactivated alkyl bromides has been developed and utilised in the active metal template synthesis of an alkyl chain axle [2]rotaxane. The key to the transformation is the use of tridentate nitrogen-donor-atom (terpy or pybox derived) ligands which inhibit competing beta-hydride elimination of alkyl-Ni intermediates.

Original language	English
Pages (from-to)	383-386
Number of pages	4
Journal	Chemical Science
Volume	1
Issue number	3
DOIs	https://doi.org/10.1039/c0sc00279h
Publication status	Published - 1 Sept 2010

Access to Document

10.1039/c0sc00279h

Cite this

@article{805dc5409d474e06addacb245470dfc5,

title = "Ligand-assisted nickel-catalysed sp(3)-sp(3) homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes",

abstract = "An efficient, mild and operationally simple Ni-catalysed sp(3)-carbon-to-sp(3)-carbon homocoupling of unactivated alkyl bromides has been developed and utilised in the active metal template synthesis of an alkyl chain axle [2]rotaxane. The key to the transformation is the use of tridentate nitrogen-donor-atom (terpy or pybox derived) ligands which inhibit competing beta-hydride elimination of alkyl-Ni intermediates.",

author = "Goldup, {Stephen M.} and Leigh, {David A.} and McBurney, {Roy T.} and McGonigal, {Paul R.} and Andrew Plant",

year = "2010",

month = sep,

day = "1",

doi = "10.1039/c0sc00279h",

language = "English",

volume = "1",

pages = "383--386",

journal = "Chemical Science",

issn = "2041-6539",

publisher = "Royal Society of Chemistry",

number = "3",

}

TY - JOUR

T1 - Ligand-assisted nickel-catalysed sp(3)-sp(3) homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes

AU - Goldup, Stephen M.

AU - Leigh, David A.

AU - McBurney, Roy T.

AU - McGonigal, Paul R.

AU - Plant, Andrew

PY - 2010/9/1

Y1 - 2010/9/1

N2 - An efficient, mild and operationally simple Ni-catalysed sp(3)-carbon-to-sp(3)-carbon homocoupling of unactivated alkyl bromides has been developed and utilised in the active metal template synthesis of an alkyl chain axle [2]rotaxane. The key to the transformation is the use of tridentate nitrogen-donor-atom (terpy or pybox derived) ligands which inhibit competing beta-hydride elimination of alkyl-Ni intermediates.

AB - An efficient, mild and operationally simple Ni-catalysed sp(3)-carbon-to-sp(3)-carbon homocoupling of unactivated alkyl bromides has been developed and utilised in the active metal template synthesis of an alkyl chain axle [2]rotaxane. The key to the transformation is the use of tridentate nitrogen-donor-atom (terpy or pybox derived) ligands which inhibit competing beta-hydride elimination of alkyl-Ni intermediates.

UR - http://www.scopus.com/inward/record.url?scp=79952516947&partnerID=8YFLogxK

U2 - 10.1039/c0sc00279h

DO - 10.1039/c0sc00279h

M3 - Article

SN - 2041-6539

VL - 1

SP - 383

EP - 386

JO - Chemical Science

JF - Chemical Science

IS - 3

ER -

Ligand-assisted nickel-catalysed sp(3)-sp(3) homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this