Synthesis and structure of cobalt(II) iodide bearing a bulky N-heterocyclic carbene ligand, and catalytic activation of bromoalkanes | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

4721668

Reference Type

Journal Article

Title

Synthesis and structure of cobalt(II) iodide bearing a bulky N-heterocyclic carbene ligand, and catalytic activation of bromoalkanes

Author(s)

Matsubara, K; Kumamoto, Aya; Yamamoto, H; Koga, Y; Kawata, S

Year

2013

Is Peer Reviewed?

Yes

Journal

Journal of Organometallic Chemistry
ISSN: 0022-328X
EISSN: 1872-8561

Volume

727

Page Numbers

44-49

DOI

10.1016/j.jorganchem.2012.12.025

Web of Science Id

WOS:000314836700006

Abstract

A divalent cobalt iodine complex bearing 1,3-bis(mesityl) imidazol-2-ylidene and pyridine ligands was synthesized and its structure was determined. The cobalt center has a typical d(7)-tetrahedral geometry, as expected. Catalytic application of this cobalt complex with bromoalkanes and Grignard reagents demonstrated high-yield formation of alkenes as a result of beta-hydrogen elimination; in sharp contrast, the activation of alkyl halides was not successful using the larger N-heterocyclic carbene ligand, 1,3-bis(2,6-diisopropyl-phenyl)imidazol-2-ylidene. In the presence of styrene, Heck reaction proceeded with trans selectivity. The reaction of a substrate containing a bromobenzyl moiety yielded a homocoupling product. (C) 2012 Elsevier B.V. All rights reserved.

Keywords

Cobalt(II) iodide; N-Heterocyclic carbene; beta-Elimination; Heck reaction; Homocoupling; Kumada coupling