Self-assembly characteristics of a multipolar donor-acceptor-based bis-pyrene integrated molecular tweezer

Self-assembly characteristics of a multipolar donor-acceptor-based bis-pyrene integrated molecular tweezer
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DOI:
10.1007/s12039-014-0687-8
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发表时间:
2014-09-01
影响因子:
1.7
通讯作者:
Mukhopadhyay, Pritam
Mukhopadhyay, Pritam
中科院分区:
化学4区
文献类型:
--
作者:
Asthana, Deepak;Hundal, Geeta;Mukhopadhyay, Pritam

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提出了分子镊子的模块化设计,其整合了多极D-pi-A [D:供体,A:受体]支架、基于1-氨基芘的荧光团单元和基于L-丙氨酸的接头。分子的合成是基于双重芳香亲核反应(ArSN)和酸和氨基官能团的偶联反应。该分子以非中心对称(P21)空间群结晶。我们提出了其丰富的自组装特性,涉及一系列的π堆叠相互作用。此外,分子钳在其裂缝形成H-键与两个二甲基甲酰胺分子。这种含有手性和荧光团单元的多极D- pi-A系统是许多电子和光子应用的潜在候选者。
A modular design of a molecular tweezer is presented that integrates a multipolar D- pi-A [D: Donor, A: Acceptor] scaffold, 1-aminopyrene-based fluorophore units and L-alanine-based linkers. The synthesis of the molecule is based on two-fold aromatic nucleophilic reactions (ArSN) and coupling reactions of the acid and amino functionalities. This molecule crystallizes in a non-centrosymmteric (P21) space group. We present its rich self-assembly characteristics that involves an array of pi-stacking interactions. In addition, the molecular tweezer within its cleft forms H-bonding with two dimethylformamide molecules. Such multipolar D- pi-A systems containing chiral and fluorophore units are potential candidates for a number of electronic and photonic applications.