Helvetica chimica acta

The behaviors of metal acetylides with dinitrogen tetroxide

CJ Woltermann, H Shechter

Index: Woltermann, Christopher J.; Shechter, Harold Helvetica Chimica Acta, 2005 , vol. 88, # 2 p. 354 - 369

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Citation Number: 11

Abstract

Abstract Lithium phenylacetylide (1a) and N 2 O 4 (2) at− 78 yield diphenylbutadiyne (6a) by oxidative coupling, phenylacetylene (7a) by oxidation and then solvent H-abstraction, and benzoyl cyanide (8) by dimerizative-rearrangement of nitroso (phenyl) acetylene (23). Nitro (phenyl) acetylene (3, R= Ph) is not obtained. Benzonitrile (9), a further product, possibly results from hydrolytic decomposition of nitroso (phenyl) ketene (27) generated from ...

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