Self-Assembly of Isomeric Monofunctionalized Thiophenes

被引：15

作者：

Heller, Laura E. ^{[1
]}

Whitleigh, Julianne ^{[1
]}

Roth, Danielle F. ^{[1
]}

Oherlein, Elisabeth M. ^{[1
]}

Lucci, Felicia R. ^{[1
]}

Kolonko, Kristopher J. ^{[1
]}

Plass, Katherine E. ^{[1
]}

机构：

[1] Franklin & Marshall Coll, Dept Chem, Lancaster, PA 17604 USA

来源：

LANGMUIR | 2012年 / 28卷 / 42期

关键词：

DIPOLE INTERACTIONS; GRAPHITE SURFACE; 2D; SYMMETRY; ORGANIZATION; CRYSTAL; PACKING; CRYSTALLIZATION; DERIVATIVES; MONOLAYER;

D O I：

10.1021/la3031733

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Controlling the self-assembly of thiophene-containing molecules and polymers requires a strong fundamental understanding of the relationship between molecular features and structure-directing forces. Here, the effects of ring-substitution position on the two-dimensional self-assembly of monosubstituted thiophenes at the phenyloctane/HOPG interface are studied using scanning tunneling microscopy (STM). The influence of pi center dot center dot center dot pi-stacking, hydrogen-bonding, and alkyl-chain interactions are explored computationally. Alteration of the amide attachment point from the 2- to the 3-position induces transformation from head-to-tail packing to head-to-head packing. This may be attributed to canceling of lateral dipoles.

引用

页码：14855 / 14859

页数：5

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