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由协同氢键和芘-萘二亚胺供体-受体相互作用构建的肽驱动电荷转移有机凝胶。

Peptide-Driven Charge-Transfer Organogels Built from Synergetic Hydrogen Bonding and Pyrene-Naphthalenediimide Donor-Acceptor Interactions.

作者信息

Bartocci Silvia, Berrocal José Augusto, Guarracino Paola, Grillaud Maxime, Franco Lorenzo, Mba Miriam

机构信息

Department of Chemical Sciences, University of Padua, via Marzolo 1, 35131, Padua, Italy.

Institute for Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600, MB, Eindhoven, The Netherlands.

出版信息

Chemistry. 2018 Feb 26;24(12):2920-2928. doi: 10.1002/chem.201704487. Epub 2018 Feb 1.

DOI:10.1002/chem.201704487
PMID:29266567
Abstract

The peptide-driven formation of charge transfer (CT) supramolecular gels featuring both directional hydrogen-bonding and donor-acceptor (D-A) complexation is reported. Our design consists of the coassembly of two dipeptide-chromophore conjugates, namely diphenylalanine (FF) dipeptide conveniently functionalized at the N-terminus with either a pyrene (Py-1, donor) or naphthalene diimide (NDI-1, acceptor). UV/Vis spectroscopy confirmed the formation of CT complexes. FTIR and H NMR spectroscopy studies underlined the pivotal role of hydrogen bonding in the gelation process, and electronic paramagnetic resonance (EPR) measurements unraveled the advantage of preorganized CT supramolecular architectures for charge transport over solutions containing non-coassembled D and A molecular systems.

摘要

报道了通过肽驱动形成具有定向氢键和供体-受体(D-A)络合作用的电荷转移(CT)超分子凝胶。我们的设计包括两种二肽-发色团共轭物的共组装,即N端方便地用芘(Py-1,供体)或萘二亚胺(NDI-1,受体)功能化的二苯基丙氨酸(FF)二肽。紫外/可见光谱证实了CT络合物的形成。傅里叶变换红外光谱(FTIR)和核磁共振氢谱(H NMR)研究强调了氢键在凝胶化过程中的关键作用,电子顺磁共振(EPR)测量揭示了预组织的CT超分子结构在电荷传输方面优于含有未共组装的D和A分子体系的溶液。

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