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1-phenylazo-1-alkenes

✍ Scribed by Joachim G. Schantl; Paul Hebeisen

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
669 KB
Volume
46
Category
Article
ISSN
0040-4020

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✦ Synopsis

Aliphatic aldehyde phenylhydrazones 1 were converted into l-phenylazo-l-alkenes 3 either by the reaction with I2 and pyridine followed by base induced 1,4-elimination of pyridine.HI (Method A), or via N-(4-methylbenzenesulfonylhydrazones 7 which undergo 1,4-elimination of p-toluenesulfinic acid upon treatment with KOt-Bu (Method B). Both procedures yield mixtures of configurational isomers of the phenylazo-alkenes EE-

and EZ-3b-3e; Method B is giving rise to a kinetically controlled isomer mixture (EZ-3 predominant), which equilibrates to the thermodynamic ratio (EE-3 predominant) as afforded by Method A.

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📜 SIMILAR VOLUMES

2-Phenylazo-1-alkene
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## Carbon -carbon coupling constants of 1-phenylazo-2-naphthol and 2-phenylazo-1-naphthol have been measured with the SEMINA-1 pulse sequence. The carbon-carbon couplings provide an unambiguous assignment of the uC spectra. The magnitudes of the carbon-carbon coupling constants are discussed in re