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First X‐ray Structure of a N ‐Naphthaloyl‐Tethered Chiral Dirhodium(II) Complex: Structural Basis for Tether Substitution Improving Asymmetric Control in Olefin Cyclopropanation
Author(s) -
Ghanem Ashraf,
Gardiner Michael G.,
Williamson Rachel M.,
Müller Paul
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200903231
Subject(s) - cyclopropanation , olefin fiber , substitution (logic) , catalysis , stereochemistry , chemistry , crystallography , computer science , organic chemistry , programming language
Good‐ ee ! The first one‐pot olefin cyclopropanation that gives high ee is reported. The optimized catalyst is the 4‐Br‐substituted chiral paddle‐wheel tetracarboxylatodirhodium(II) complex based on N ‐naphthaloyl‐( S )‐ tert ‐leucinate. X‐ray structural analysis of the parent catalyst reveals a square chiral crown cavity shrouding the axial coordination site (see figure).