Chiral alkoxide-functionalized guanidinates from ring-opening rearrangement of aminooxazolinate complexes
Gott, Andrew L., Coles, Stuart R., Clarke, Adam J., Clarkson, Guy J. and Scott, Peter, P.. (2007) Chiral alkoxide-functionalized guanidinates from ring-opening rearrangement of aminooxazolinate complexes. Organometallics, Vol.26 (No.1). pp. 136-142. ISSN 0276-7333Full text not available from this repository.
Official URL: http://dx.doi.org/10.1021/om0607649
Treatment of Cp*M(NMe2)(3) (M = Zr, Hf) with both achiral and optically pure chiral aminooxazoline proligands HL yields metastable aminooxazolinate half-sandwich diamide complexes [Cp*ML(NMe2)(2)]. These species undergo clean rearrangement via oxazoline ring-opening to carbodiimides followed by amide migratory insertion. The chiral-at-metal products contain tridentate alkoxide-functionalized guanidinates, as confirmed by X-ray diffraction. In some of the chiral ligand systems, single diastereomer samples can be prepared, either by direct reaction or after recrystallization. As a result of the chelate structure, no thermal conversion between diastereomers is observed. A mechanism leading to the observed diastereoselection involving an intramolecular CH-pi interaction in the major product is proposed.
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry|
|Divisions:||Faculty of Science > Chemistry
Faculty of Science > WMG (Formerly the Warwick Manufacturing Group)
|Journal or Publication Title:||Organometallics|
|Publisher:||American Chemical Society|
|Official Date:||1 January 2007|
|Number of Pages:||7|
|Page Range:||pp. 136-142|
|Access rights to Published version:||Restricted or Subscription Access|
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