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Retention of configuration at SP2 carbon in bimolecular nucleophilic displacement of halide ion from hydrazonyl halides

✍ Scribed by M.T. McCormack; A.F. Hegarty


Book ID
104226049
Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
109 KB
Volume
17
Category
Article
ISSN
0040-4039

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✦ Synopsis


Stereoselective nucleophilic substitution reactions at spz hybridised carbon in vinyl systems proceed generally with retention of configurat.lon.' One example of a stereospecific bimolecular nucleophilic displacement at an imino carbon has been reported by Johnson, Nally and Weidiy;' usir; g methoxide ion as nucleophile, (El-0-methylbenzoh$&oximoyl chloride wa$: converted to methyl-(Z)-0-methylbenzhydroximate with inversion of confiiguration. This result cannot be general, however, since we now report a bl-C=NIN/Me \ 3