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Stereochemistry of phenyldiimide addition to phenylacetylene

✍ Scribed by Richard Fuchs

Publisher: Elsevier Science
Year: 1967
Tongue: French
Weight: 83 KB
Volume: 8
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)71619-4

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✦ Synopsis

Recent studies of l.he hydrazine oxidation product diimide (H-N=N-H) (1) have demonstrated a one-step a-hydrogenat:.on of carbon-carbon double and triple bonds. Aryldiimides, which are believed to be formed by i.he oxidation of arylhydrazines and by the ethanolysis of N-phenyl-N'carbethoxydiimide and N-ptienyl-N'-benzoyldiimide (2), decompose to radicals which arylate aromatics, attack solvent, initiate the polymerization of acrylonitrile, and add to the C=C bond of fumaric acid (2). Since diimide does not attack the aromatic ring it is reasonable to assume

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