Gold(I)-Mediated Rearrangement of 1,2-Diphenylhydrazine to Semidines

Reaction of 1,2-diphenylhydrazine with the gold oxo complex [(PPh3Au)3(μ-O)]BF4 gives a mixture of [(Ph3PAu)3(μ-N-1,4-C6H4-NHPh)]BF4 (1; 82%) and [(Ph3PAu)3(μ-N-1,2-C6H4-NHPh)]BF4 (2; 18%) in CH2Cl2 at ambient temperature. A crossover experiment using a 1:1 mixture of 1,2-diphenylhydrazine and 1,2-d...

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Bibliographic Details
Published in:Organometallics 1999-02, Vol.18 (3), p.451-453
Main Authors: Xia, Aibing, James, Alan J, Sharp, Paul R
Format: Article
Language:English
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Summary:Reaction of 1,2-diphenylhydrazine with the gold oxo complex [(PPh3Au)3(μ-O)]BF4 gives a mixture of [(Ph3PAu)3(μ-N-1,4-C6H4-NHPh)]BF4 (1; 82%) and [(Ph3PAu)3(μ-N-1,2-C6H4-NHPh)]BF4 (2; 18%) in CH2Cl2 at ambient temperature. A crossover experiment using a 1:1 mixture of 1,2-diphenylhydrazine and 1,2-diphenylhydrazine-d 10 indicates that the rearrangement process is intramolecular.
ISSN:0276-7333
1520-6041
DOI:10.1021/om980763j