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On the relative reactivity of carbonyl and iminium ion moieties

✍ Scribed by Claude Agami; François Couty; Louis Hamon; Catherine Puchot

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
165 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis

AM1 calculations, performed on models exhibiting bolh moieties, show that, in agreement with experimental work, an aIdehyde group is more reactive than an iminium ion towards a hard nucleophile.

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✍ Hans J. A. Lambrechts; Hans Cerfontain 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 153 KB

## Abstract Sulfonation of 11‐methylene‐1,6‐methano[10]annulene (6a) with **1**, 3, 4 or 6 equivalents of the dioxane‐SO~3~ complex in dioxane results in the formation of the 2‐sulfonic acid (6b) as the exclusive ^1^H NMR detectable product, whereas 1,6‐methano‐[10]annulene (5a) with 3 equiv. of th