Redox modulation of benzene triimides and diimides via noncovalent interactions

被引：31

作者：

Carroll, JB ^{[1
]}

Gray, M

McMenimen, KA

Hamilton, DG

Rotello, VM

机构：

[1] Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA

[2] Mt Holyoke Coll, Dept Chem, S Hadley, MA 01075 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 18期

关键词：

MOLECULAR RECOGNITION; BINDING; UREA; ARYLUREAS; RECEPTORS; QUINONES; ANALOGS; SWITCH; BONDS;

D O I：

10.1021/ol034828c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Mellitic triimides undergo three sequential one-electron reduction processes whose potentials are significantly lowered in the presence of alkyl thioureas. The two sequential reductions of benzene diimides are similarly stabilized. Calculation of the relative free energy change between the different electronic states of the imide acceptors and their corresponding alkyl thiourea complexes indicates dramatic increases in hydrogen bond strength with increasing acceptor charge density.

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收藏

页码：3177 / 3180

页数：4

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