Reactive indolyl complexes of group 9 metals

Joanne Hui Hui Ho, David St Clair Black, Barbara Ann Messerle*, Jack Kay Clegg, Peter Turner

*Corresponding author for this work

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

A series of novel indolyl-imine ligand precursors have been synthesized. In particular, bidentate, tridentate, and potentially tetradentate ligands were prepared, each containing both indolyl sp2-N and imine sp 2-N donors. A series of neutral rhodium(I) and iridium(I) complexes of these ligands were synthesized, including monometallic and bimetallic complexes. The X-ray structures of three of the monometallic complexes with bidentate indolyl-imine ligands were determined. In each complex, the metal center was in a square planar conformation, as expected for Rh(I) and Ir(I) complexes. The five-and six-membered metallocycles formed on complexation of the metal with the ligands were all planar, and the aromaticity of the ligands was maintained. The Rh(I) complex with the tridentate indolyl ligand (L) reacted at room temperature with CH2Cl2 to form the Rh(III) chloromethyl complex [Rh(L)(CO)-(CH2Cl)(Cl)] via oxidative addition of the C-Cl bond of CH2Cl2. The Rh/Ir(I) indolyl-imine complexes are efficient catalysts for the intramolecular cyclization of 4-pentynoic acid to form γ-methylene-γ-butyrolactone. A dinuclear Rh(I) complex was the most active catalyst, demonstrating a significant degree of bimetallic cooperativity.

Original languageEnglish
Pages (from-to)5800-5810
Number of pages11
JournalOrganometallics
Volume25
Issue number24
DOIs
Publication statusPublished - 20 Nov 2006
Externally publishedYes

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