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通过一系列表面反应传递轴向分子手性。

Transferring axial molecular chirality through a sequence of on-surface reactions.

作者信息

Merino-Díez Néstor, Mohammed Mohammed S G, Castro-Esteban Jesús, Colazzo Luciano, Berdonces-Layunta Alejandro, Lawrence James, Pascual J Ignacio, de Oteyza Dimas G, Peña Diego

机构信息

Donostia International Physics Center (DIPC) 20018 San Sebastián Spain

CIC NanoGUNE, Nanoscience Cooperative Research Center 20018 San Sebastián Spain.

出版信息

Chem Sci. 2020 Apr 29;11(21):5441-5446. doi: 10.1039/d0sc01653e.

Abstract

Fine management of chiral processes on solid surfaces has progressed over the years, yet still faces the need for the controlled and selective production of advanced chiral materials. Here, we report on the use of enantiomerically enriched molecular building blocks to demonstrate the transmission of their intrinsic chirality along a sequence of on-surface reactions. Triggered by thermal annealing, the on-surface reactions induced in this experiment involve firstly the coupling of the chiral reactants into chiral polymers and subsequently their transformation into planar prochiral graphene nanoribbons. Our study reveals that the axial chirality of the reactant is not only transferred to the polymers, but also to the planar chirality of the graphene nanoribbon end products. Such chirality transfer consequently allows, starting from adequate enantioenriched reactants, for the controlled production of chiral and prochiral organic nanoarchitectures with pre-defined handedness.

摘要

多年来,固体表面手性过程的精细管理取得了进展,但仍面临着对先进手性材料进行可控和选择性生产的需求。在此,我们报告了使用对映体富集的分子构建块来证明其固有手性沿着一系列表面反应的传递。在热退火的触发下,本实验中诱导的表面反应首先涉及手性反应物偶联成手性聚合物,随后将它们转化为平面前手性石墨烯纳米带。我们的研究表明,反应物的轴向手性不仅转移到聚合物上,而且还转移到石墨烯纳米带终产物的平面手性上。因此,这种手性转移使得从适当的对映体富集反应物开始,能够可控地生产具有预定义手性的手性和前手性有机纳米结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98e0/8159356/305f3078ff9b/d0sc01653e-f2.jpg

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