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Réactions d'addition‐élimination à partir d'hétérocycles germaniés du type I. Cas des dioxolannes germaniés
Author(s) -
Dousse Gabriel,
Lavayssière Hélène,
Satgé Jacques
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580846
Subject(s) - chemistry , steric effects , reactivity (psychology) , intramolecular force , adduct , elimination reaction , medicinal chemistry , atmospheric pressure , nucleophile , stereochemistry , addition reaction , nucleophilic addition , organic chemistry , catalysis , medicine , oceanography , alternative medicine , pathology , geology
Addition‐elimination reactions from germanium heterocycles I. Germadioxolanes (XYO) The reactivity of 2‐germa‐1,3‐dioxolanes is studied with unsaturated compounds such as carbonyl compounds (aldehydes and ketones) or heterocumulenes (PhNCO, PhNCS). The formation of mono‐ and di‐insertion derivatives is observed. The structure of these adducts is established and their decomposition process, at atmospheric pressure or at high pressure, is precised. The mechanism of these addition‐elimination reactions is established from 4,5‐disubstitued germadioxolanes. The reaction takes place under steric control. The consecutive elimination reaction proceeds by a mechanism of intramolecular nucleophilic substitution.