Hubert Barucki
Upon the intriguing stereoselective formation of organobismuth(V) complexes
Barucki, Hubert; Coles, Simon J.; Costello, James F.; Hursthouse, Michael B.
Authors
Abstract
The preparation of triphenyl-bismuth(v) 3a-k and antimony(v) 4e-k bis-carboxy ester complexes is described. A range of studies in solution suggest that the diastereoselective formation of (RR,SS)-3a-j is governed by the thermodynamic stability of rapidly interconverting epimeric species. Diastereoselectivity is absent in the case of the corresponding Sb complexes, leading to the conclusion that a combination of both ligand-ligand (steric) and metal-ligand (hyperconjugative) interactions govern stereoselectivity. The formation of homochiral complexes (RR,SS)-3a-j is rationalised using a simple model, invoking for the first time a palindromic BiPh3 propeller moiety, which correlates the chirality of the trans axial carboxy-ester ligands. The X-ray crystal structures of both hetero- and homochiral diastereoisomeric antimony complexes (4h and 4i, respectively) are presented in support of this model.
Journal Article Type | Article |
---|---|
Publication Date | Jun 16, 2003 |
Journal | Chemistry - A European Journal |
Print ISSN | 0947-6539 |
Electronic ISSN | 1521-3765 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Volume | 9 |
Issue | 12 |
Pages | 2877-2884 |
DOI | https://doi.org/10.1002/chem.200304852 |
Keywords | antimony, bismuth, diastereoselectivity, hyperconjugation, propellers |
Public URL | https://uwe-repository.worktribe.com/output/1069346 |
Publisher URL | http://dx.doi.org/10.1002/chem.200304852 |
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