TY - JOUR

T1 - Selective arene cleavage by direct insertion of Iridium into the aromatic ring

AU - Jakoobi, Martin

AU - Halcovitch, Nathan

AU - Whitehead, George F. S.

AU - Sergeev, Alexey G.

N1 - This is the peer reviewed version of the following article: M. Jakoobi, N. Halcovitch, G. F. S. Whitehead, A. G. Sergeev, Angew. Chem. Int. Ed. 2017, 56, 3266 which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/anie.201611409/abstract This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.

PY - 2017/3/13

Y1 - 2017/3/13

N2 - We report an unprecedented selective cleavage of aromatic C-C bonds through the insertion of well-defined iridium complexes into the aromatic ring of simple alkylarenes. The insertion occurs at 50-100 °C without the activation of weaker C-H and C-C bonds and gives unique metallacycles in high yields. Key to the success of this approach is metal-induced deformation of the arene ring, which creates temporary ring strain and promotes direct and selective insertion of the metal into the otherwise inert arene ring C-C bonds.

AB - We report an unprecedented selective cleavage of aromatic C-C bonds through the insertion of well-defined iridium complexes into the aromatic ring of simple alkylarenes. The insertion occurs at 50-100 °C without the activation of weaker C-H and C-C bonds and gives unique metallacycles in high yields. Key to the success of this approach is metal-induced deformation of the arene ring, which creates temporary ring strain and promotes direct and selective insertion of the metal into the otherwise inert arene ring C-C bonds.

U2 - 10.1002/anie.201611409

DO - 10.1002/anie.201611409

M3 - Journal article

C2 - 28211255

VL - 56

SP - 3266

EP - 3269

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 12

ER -