Pyrolysis of Dimethoxy[n.2]Metacyclophanes: An Intramolecular Condensation Reaction to Give Oxa[n.2.1](1,3,2)Cyclophanes-Reference-Cited by-同舟云学术

Pyrolysis of Dimethoxy[n.2]Metacyclophanes: An Intramolecular Condensation Reaction to Give Oxa[n.2.1](1,3,2)Cyclophanes

Published:2012-03 Issue:3 Volume:36 Page:134-137
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Do Jung-Hee¹,Yamada Yuta¹,Sharma Bigyan¹,Yamato Takehiko¹

Affiliation:

1. Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi 1, Saga 840-8502, Japan

Abstract

Pyrolysis of anti-8,16-dimethoxy[2.2]metacyclophane at 500°C gave 17-oxa[2.2.1](1,3,2)cyclophane in 35% yield arising from intramolecular condensation reaction of syn-8,16-dimethoxy[2.2]metacyclophane; similar results were also obtained in the pyrolysis of the higher anti- and syn-dimethoxy[3.2] metacyclophane to afford the corresponding 18-oxa[3.2.1](1,3,2)cyclophane. The mechanism of this novel intramolecular condensation reaction is discussed.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/174751912X13296759770106

Reference27 articles.

1. Modern Cyclophane Chemistry

2. [3.3]Metacyclophane: a novel synthesis and a study of the structure through x-ray diffraction, molecular mechanics, and solution NMR analysis

3. Conformational Changes of 2,11-Dithia[3.3]metacyclophane. A New Look Using VT NMR and Calculation

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1. ChemInform Abstract: Pyrolysis of Dimethoxy[n.2]metacyclophanes: An Intramolecular Condensation Reaction to Give Oxa[n.2.1](1,3,2)cyclophanes.;ChemInform;2012-07-05