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ID 37977
本文ファイル
著者
Kusaka, Ryoji
キーワード
phenol
crown ethers
host-guest complex
molecular recognition
lock and key
NDC
化学
抄録(英)
Structures of crown-phenol 1:1 host-guest complexes, 3n-crown-n [12C4(n=4), 15C5(n=5), 18C6(n=6), 24C8(n=8)], in the gas phase have been studied by various laser spectroscopic methods. The S1-S0 electronic spectra identified 3, 2, 1, and 2 isomers for the complexes of 12C4, 15C5, 18C6, and 24C8, respectively, suggesting that only 18C6-phenol forms one uniquely stable complex. The IR spectra in the phenolic OH and CH stretch regions indicate that these complexes form the O・・・HO hydrogen bond and the benzene ring is involved in the complex formation. Theoretical analysis with molecular mechanics and density functional theory calculations also supports one considerably stable isomer for 18C6-phenol. The most stable 18C6-phenol isomer is largely stabilized through collective intermolecular interaction consisting of O・・・HO hydrogen bond, CH・・・π, and O・・・HC(aromatic) so that phenol is inserted into the cavity of a particular conformation of 18C6 like a “lock and key”.
内容記述
This is a preprint of an article published by American Chemical Society in The Journal of Physical Chemistry Letters, 2012, available online: http://pubs.acs.org/doi/abs/10.1021/jz300313d.
R.K. is supported by JSPS Research Fellowships for Young Scientists. T. E. acknowledges support from the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) through a Grant-in-Aid for the Scientific Research on Priority Area “Molecular Science for Supra Functional Systems” (No. 477). Y. I. thanks the support of the JSPS through a Grant-in-Aid (No. 21350016).
掲載誌名
The Journal of Physical Chemistry Letters
3巻
10号
開始ページ
1414
終了ページ
1420
出版年月日
2012-05-17
出版者
American Chemical Society
出版者DOI
言語
英語
NII資源タイプ
学術雑誌論文
広大資料タイプ
学術雑誌論文
DCMIタイプ
text
フォーマット
application/pdf
著者版フラグ
author
権利情報
Copyright (c) 2012 American Chemical Society
関連情報URL(IsVersionOf)
http://dx.doi.org/10.1021/jz300313d
部局名
理学研究科