Normal-to-abnormal rearrangement and NHC activation in three-coordinate iron(II) carbene complexes

Benjamin M. Day; Thomas Pugh; Daniël Hendriks; Célia Fonseca Guerra; David J. Evans; F. Matthias Bickelhaupt; Richard A. Layfield

doi:10.1021/ja408589p

Normal-to-abnormal rearrangement and NHC activation in three-coordinate iron(II) carbene complexes

Benjamin M. Day, Thomas Pugh, Daniël Hendriks, Célia Fonseca Guerra, David J. Evans, F. Matthias Bickelhaupt, Richard A. Layfield

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

Abstract

The 'normal' three-coordinate iron-NHC complex [(IPr)Fe(N′′) 2] (N″ = N(SiMe3)2) rearranges to its abnormal NHC analogue [(aIPr)Fe(N″)2] (6) on heating, providing a rare abnormal iron-aNHC complex, and the first such three-coordinate complex. The tert-butyl-substituted complex [(ItBu)Fe(N″)2] (4) undergoes a thermal decomposition that has not previously been observed in iron-NHC chemistry, resulting in the bis(imidazole) complex [( tBuIm)2Fe(N″)2] (7). A mechanism that involves consecutive C-H and C-N activation is proposed to account for the formation of 7. © 2013 American Chemical Society.

Original language	English
Pages (from-to)	13338-13341
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	135
Issue number	36
DOIs	https://doi.org/10.1021/ja408589p
Publication status	Published - 11 Sept 2013

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title = "Normal-to-abnormal rearrangement and NHC activation in three-coordinate iron(II) carbene complexes",

abstract = "The 'normal' three-coordinate iron-NHC complex [(IPr)Fe(N′′) 2] (N″ = N(SiMe3)2) rearranges to its abnormal NHC analogue [(aIPr)Fe(N″)2] (6) on heating, providing a rare abnormal iron-aNHC complex, and the first such three-coordinate complex. The tert-butyl-substituted complex [(ItBu)Fe(N″)2] (4) undergoes a thermal decomposition that has not previously been observed in iron-NHC chemistry, resulting in the bis(imidazole) complex [( tBuIm)2Fe(N″)2] (7). A mechanism that involves consecutive C-H and C-N activation is proposed to account for the formation of 7. {\textcopyright} 2013 American Chemical Society.",

author = "Day, {Benjamin M.} and Thomas Pugh and Dani{\"e}l Hendriks and Guerra, {C{\'e}lia Fonseca} and Evans, {David J.} and Bickelhaupt, {F. Matthias} and Layfield, {Richard A.}",

year = "2013",

month = sep,

day = "11",

doi = "10.1021/ja408589p",

language = "English",

volume = "135",

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TY - JOUR

T1 - Normal-to-abnormal rearrangement and NHC activation in three-coordinate iron(II) carbene complexes

AU - Day, Benjamin M.

AU - Pugh, Thomas

AU - Hendriks, Daniël

AU - Guerra, Célia Fonseca

AU - Evans, David J.

AU - Bickelhaupt, F. Matthias

AU - Layfield, Richard A.

PY - 2013/9/11

Y1 - 2013/9/11

N2 - The 'normal' three-coordinate iron-NHC complex [(IPr)Fe(N′′) 2] (N″ = N(SiMe3)2) rearranges to its abnormal NHC analogue [(aIPr)Fe(N″)2] (6) on heating, providing a rare abnormal iron-aNHC complex, and the first such three-coordinate complex. The tert-butyl-substituted complex [(ItBu)Fe(N″)2] (4) undergoes a thermal decomposition that has not previously been observed in iron-NHC chemistry, resulting in the bis(imidazole) complex [( tBuIm)2Fe(N″)2] (7). A mechanism that involves consecutive C-H and C-N activation is proposed to account for the formation of 7. © 2013 American Chemical Society.

AB - The 'normal' three-coordinate iron-NHC complex [(IPr)Fe(N′′) 2] (N″ = N(SiMe3)2) rearranges to its abnormal NHC analogue [(aIPr)Fe(N″)2] (6) on heating, providing a rare abnormal iron-aNHC complex, and the first such three-coordinate complex. The tert-butyl-substituted complex [(ItBu)Fe(N″)2] (4) undergoes a thermal decomposition that has not previously been observed in iron-NHC chemistry, resulting in the bis(imidazole) complex [( tBuIm)2Fe(N″)2] (7). A mechanism that involves consecutive C-H and C-N activation is proposed to account for the formation of 7. © 2013 American Chemical Society.

U2 - 10.1021/ja408589p

DO - 10.1021/ja408589p

M3 - Article

SN - 0002-7863

VL - 135

SP - 13338

EP - 13341

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 36

ER -

Normal-to-abnormal rearrangement and NHC activation in three-coordinate iron(II) carbene complexes

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