Issue 24, 2016

C–H activation of ethers by pyridine tethered PCsp3P-type iridium complexes

Abstract

Iridium PCsp3P complexes featuring a novel bis(2-diphenylphosphinophenyl)-2-pyridylmethane ligand (PCPyHP) are reported. C–H activation reactions between the dihydride complex [(PCPyP)Ir(H)2] and tetrahydrofuran or methyl tert-butyl ether in the presence of a hydrogen acceptor, norbornene (NBE), at ambient temperature led exclusively to the hydrido oxyalkyl complexes, [(PCPyP)IrH(C4H7O)] and [(PCPyP)IrH(CH2OtBu)], respectively. The internal pyridine donor is important and stabilizes these species by coordination to the iridium center. The coordination of pyridine to the iridium center is labile, however, and its dissociation occurs in the presence of a suitable substrate, as demonstrated by the intramolecular nucleophilic attack of pyridine on a vinylidene intermediate generated from PhC[triple bond, length as m-dash]CH.

Graphical abstract: C–H activation of ethers by pyridine tethered PCsp3P-type iridium complexes

Supplementary files

Article information

Article type
Paper
Submitted
21 jan 2016
Accepted
15 mar 2016
First published
17 mar 2016

Dalton Trans., 2016,45, 10007-10016

C–H activation of ethers by pyridine tethered PCsp3P-type iridium complexes

P. Cui, D. C. Babbini and V. M. Iluc, Dalton Trans., 2016, 45, 10007 DOI: 10.1039/C6DT00303F

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