ISSN:
0009-2940
Keywords:
1,6-Methano[10]annulenes, 2- and 3-nitro-
;
Vicarious nucleophilic substitution
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Nucleophilic C—C Linkages of 2-Nitro-and 3-Nitro-1,6-methano[10]annulenesBy „vicarious nucleophilic substitutions“ of 2- and 3-nitro-1,6-methano[10]annulenes (2, 3) the new compounds 4-13 are obtained. Reactions of 2, 3 with sodium methoxide lead to the Ethers 16 and 17, oxidative coupling reactions in the presence of MnO2 to 18, and Meisenheimer complexes, followed by oxidation, to the nitromethane derivatives 14 and 15.
Notes:
Durch „stellvertretende nucleophile Substitutionen“ („Vicarious nucleophilic substitutions“) an 2- und 3-Nitro-1,6-methano- [10]annulenen (2, 3) werden die Verbindungen 4-13 gewonnen. Reaktion mit Natriummethanolat liefert die Ether 16 sowie 17, oxidative Kupplung in Gegenwart von MnO2 das Dimere 18 und Meisenheimer-Komplexe unter anschließender Oxidation die Nitromethanderivate 14 und 15.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19891220317
Permalink
