Issue 3, 2008
From the journal:

Dalton Transactions

Bulky aryl functionalized carbazolyl ligands: amido alternatives to the 2,6-diarylphenyl ligand class?†‡§

Natalie D. Coombs,ab   Andreas Stasch,bc   Andrew Cowley,a   Amber L. Thompsona  and  Simon Aldridge*a  

* Corresponding authors

a Inorganic Chemistry, University of Oxford, South Parks Road, Oxford, UK
E-mail: simon.aldridge@chem.ox.ac.uk
Fax: +44 (0)1865 272690
Tel: +44 (0)1865 285201

b School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, UK

c School of Chemistry, Monash University, PO Box 23, Victoria, Australia

Abstract

Sterically encumbered amido ligands based on a 1,8-diarylcarbazol-9-yl backbone have been investigated as electronically distinct alternatives to the widely-used terphenyl ligand class in the stabilization of low-coordinate metal complexes, and structurally characterized for the first time. While 1,8-diphenylcarbazol-9-yl derivatives are readily available, facile rotation about the Cipso–Cipso bonds leads to structurally characterized main group derivatives {e.g. [(1,8-Ph2-3,6-Me2C12H4N)K]2} in which the coordination geometry at the metal centre is augmented by secondary metal–arene interactions. By contrast, the extra bulk inherent in the corresponding 1,8-dimesityl ligand results in essentially perpendicular alignments of the arene and carbazole planes, and a substituent-enforced sterically protected pocket. Comparative structural studies of complexes containing the GaCl2 fragment imply that the 1,8-dimesitylcarbazol-9-yl framework offers greater steric protection at the metal centre than does the corresponding 2,6-dimesitylphenyl ligand.

Graphical abstract: Bulky aryl functionalized carbazolyl ligands: amido alternatives to the 2,6-diarylphenyl ligand class?

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Article information

DOI
https://doi.org/10.1039/B716674E
Article type
Paper
Submitted
30 Oct 2007
Accepted
26 Nov 2007
First published
11 Dec 2007

Dalton Trans., 2008, 332-337

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Bulky aryl functionalized carbazolyl ligands: amido alternatives to the 2,6-diarylphenyl ligand class?

N. D. Coombs, A. Stasch, A. Cowley, A. L. Thompson and S. Aldridge, Dalton Trans., 2008, 332 DOI: 10.1039/B716674E

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