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Pyridinium ion reactivities: substituent effect on the reverse menschutkin reaction of 1-methylpyridinium cations with iodide anion

✍ Scribed by Masami Sawada; Yoshio Takai; Chang Chong; Terukiyo Hanafusa; Soichi Misumi; Yuho Tsuno

Book ID: 104233296
Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 218 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80854-6

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✦ Synopsis

Substituent effect on the reverse Menschutkin reaction of l-methylpyridinium cations with iodide anion can be described in terms of the LArSR equation with p=3.60 which provides evidence against very late transition state of the nitrogen-to-iodine transmethylation.

Studies of aliphatic nucleophilic substitution reactions involving pyridines as nucleophiles or leaving groups have been extended in the field of physical organic chemistry. 1,2) Among them, Arnett et al. importantly pointed out

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