Redox-Dependent Conformational Switching of Diphenylacetylenes

被引：10

作者：

Jones, Ian M. ^{[1
,2
]}

Knipe, Peter C. ^{[1
]}

Michaelos, Thoe ^{[2
]}

Thompson, Sam ^{[1
]}

Hamilton, Andrew D. ^{[1
,2
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[2] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

MOLECULES | 2014年 / 19卷 / 08期

关键词：

molecular switch; ferrocene; hydrogen bonding; amide bond; redox; translational isomerism; BONDED MOLECULAR SHUTTLES; RECOGNITION; BINDING; DERIVATIVES; REDUCTION; COMPLEXES; CHEMISTRY; ANIONS;

D O I：

10.3390/molecules190811316

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Herein we describe the design and synthesis of a redox-dependent single-molecule switch. Appending a ferrocene unit to a diphenylacetylene scaffold gives a redox-sensitive handle, which undergoes reversible one-electron oxidation, as demonstrated by cyclic voltammetry analysis. H-1-NMR spectroscopy of the partially oxidized switch and control compounds suggests that oxidation to the ferrocenium cation induces a change in hydrogen bonding interactions that results in a conformational switch.

引用

页码：11316 / 11332

页数：17

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