Reversible α‐Hydrogen and α‐Alkyl Elimination in PC(sp 3 )P Pincer Complexes of Iridium | Zendy

Jonasson Klara J. | Zendy; Polukeev Alexey V. | Zendy; Marcos Rocío | Zendy; Ahlquist Mårten S. G. | Zendy; Wendt Ola F. | Zendy

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Reversible α‐Hydrogen and α‐Alkyl Elimination in PC(sp 3 )P Pincer Complexes of Iridium

Author(s) -

Jonasson Klara J.,

Polukeev Alexey V.,

Marcos Rocío,

Ahlquist Mårten S. G.,

Wendt Ola F.

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201503593

Subject(s) - pincer movement , iridium , carbene , agostic interaction , chemistry , cleavage (geology) , bond cleavage , reductive elimination , alkyl , hydrogen , medicinal chemistry , catalysis , materials science , organic chemistry , metal , fracture (geology) , composite material

Despite significant progress in recent years, the cleavage of unstrained C(sp 3 )C(sp 3 ) bonds remains challenging. A CC coupling and cleavage reaction in a PC(sp 3 )P iridium pincer complex is mechanistically studied; the reaction proceeds via the formation of a carbene intermediate and can be described as a competition between α‐hydrogen and α‐alkyl elimination; the latter process was observed experimentally and is an unusual way of C(sp 3 )C(sp 3 ) bond scission, which has previously not been studied in detail. Mechanistic details that are based upon kinetic studies, activation parameters, and DFT calculations are also discussed. A full characterization of a CC agostic intermediate is presented.

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