A conformational study of [3.3](3,5)pyridinophane

Masahiko Shibahara; Motonori Watanabe; Masahiko Suenaga; Keiko Ideta; Taisuke Matsumoto; Teruo Shinmyozu

doi:10.1016/j.tetlet.2009.01.051

A conformational study of [3.3](3,5)pyridinophane

Masahiko Shibahara, Motonori Watanabe, Masahiko Suenaga, Keiko Ideta, Taisuke Matsumoto, Teruo Shinmyozu

複合領域化学

研究成果: Contribution to journal › Article › 査読

11 被引用数 (Scopus)

抄録

A variable temperature ¹H NMR study of the [3.3](3,5)pyridinophane indicated that the syn(chair/chair) is more stable than syn(chair/boat) by 0.2 kcal/mol in solution, whereas the trimethylene bridges show disorder even at -150 °C in the solid state. A transition state search by ab initio MO calculations suggested two competitive conformational changes for syn(chair/chair)-syn(chair/boat) conversion via a bridge wobble or a ring inversion in the [3.3](3,5)pyridinophane.

本文言語	英語
ページ（範囲）	1340-1344
ページ数	5
ジャーナル	Tetrahedron Letters
巻	50
号	12
DOI	https://doi.org/10.1016/j.tetlet.2009.01.051
出版ステータス	出版済み - 3 25 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

文献へのアクセス

10.1016/j.tetlet.2009.01.051

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引用スタイル

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AU - Matsumoto, Taisuke

AU - Shinmyozu, Teruo

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