α‐Eliminierungen bei alkalimetallorganischen Verbindungen, II. Synthese von Phenoxycyclopropanen aus Phenoxycarben und Olefinen
- 1 September 1963
- journal article
- research article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 96 (9) , 2266-2280
- https://doi.org/10.1002/cber.19630960903
Abstract
Bei der Umsetzung von Chlormethylphenyläther mit Basen in Olefinen bilden sich in befriedigenden Ausbeuten Phenoxycyclopropane. Eine Reihe von Indizien spricht dafür, daß hierbei intermediär Phenoxycarben auftritt, welches sich an die olefinische Doppelbindung addiert. Die Cyclopropanbildung vollzieht sich stereospezifisch als cis‐Addition; offenbar reagiert das Carben im Singulett‐Zustand als Elektrophil.Keywords
This publication has 30 references indexed in Scilit:
- STRUCTURE AND PROPERTIES OF PROPARGYLENE C3H21Journal of the American Chemical Society, 1960
- The Electron-seeking Demands of Dichlorocarbene in its Addition to OlefinsJournal of the American Chemical Society, 1958
- THE Cis ADDITION OF DIBROMOCARBENE AND METHYLENE TO Cis- AND TRANS-BUTENEJournal of the American Chemical Society, 1956
- STRUCTURE OF CARBENE, CH2Journal of the American Chemical Society, 1956
- The Kinetics of the Base-catalyzed Deuterium Exchange of Dichlorofluoromethane in Aqueous Solution1,2Journal of the American Chemical Society, 1956
- Carbon Dihalides as Intermediates in the Basic Hydrolysis of Haloforms. IV. Relative Reactivities of Haloforms1Journal of the American Chemical Society, 1956
- The Addition of Dichlorocarbene to OlefinsJournal of the American Chemical Society, 1954
- Carbon Dihalides as Intermediates in the Basic Hydrolysis of Haloforms. III. Combination of Carbon Dichloride with Halide Ions1Journal of the American Chemical Society, 1954
- Small-Ring Compounds. VIII. Some Nucleophilic Displacement Reactions of Cyclopropyl, Cyclobutyl, Cyclopentyl and Cyclohexyl p-Toluenesulfonates and HalidesJournal of the American Chemical Society, 1951
- Carbon Dichloride as an Intermediate in the Basic Hydrolysis of Chloroform. A Mechanism for Substitution Reactions at a Saturated Carbon Atom1Journal of the American Chemical Society, 1950