Transformation of two-dimensional structures of noncyclic isobutenyl diamide compounds by tandem Claisen rearrangement

被引：14

作者：

Omori, Kazuhiro ^{[1
,2
,3
]}

Kikkawa, Yoshihiro ^{[1
]}

Tokuhisa, Hideo ^{[1
]}

Kanesato, Masatoshi ^{[1
]}

Hiratani, Kazuhisa ^{[3
]}

机构：

[1] Natl Inst Adv Ind Sci & Technol, Photon Res Inst, Tsukuba, Ibaraki 3058562, Japan

[2] Ind Technol Ctr Tochigi Prefecture, Dept Mat Technol, Utsunomiya, Tochigi 3213224, Japan

[3] Utsunomiya Univ, Dept Appl Chem, Utsunomiya, Tochigi 3218585, Japan

来源：

COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS | 2010年 / 356卷 / 1-3期

关键词：

Tandem Claisen rearrangement; Scanning tunneling microscopy; Two-dimensional structure; Self-assembly; Solid/liquid interface; Highly oriented pyrolytic graphite; SELF-ASSEMBLED MONOLAYERS; SOLID/LIQUID INTERFACE; DERIVATIVES; GRAPHITE; HOPG; AMIDECROWNOPHANES; COORDINATION; MACROCYCLES; CONVENIENT; COMPLEXES;

D O I：

10.1016/j.colsurfa.2009.12.038

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Two-dimensional structure of an isobutenyl diamide compound containing ether moieties was investigated by scanning tunneling microscopy at solid/liquid interface. The naphthalene units of the compound aligned in a wavy arrangement. The compound was modified by tandem Claisen rearrangement (TCR), which resulted in the transformation of the ether functions into hydroxyl group and in the formation of a C-C bond. Due to the alteration of the molecular structure, the two-dimensional structure changed from wavy to straight arrangements. In other words, drastic transformation of self-assembled structures could be achieved by the "simple" one-pot thermal reaction of TCR. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：58 / 62

页数：5

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