Unexpected right-handed helical nanostructures co-assembled from l-phenylalanine derivatives and achiral bipyridines

Chemical Science
Guofeng LiuYanli Zhao

Abstract

The construction of chiral supramolecular systems with desirable handedness is of great importance in materials science, chemistry, and biology since chiral nanostructures exhibit fascinating photophysical properties and unique biological effects. Herein, we report that achiral bipyridines can co-assemble with l-phenylalanine derivatives into unexpected right-handed helical nanostructures rather than a left-handed helix via intermolecular hydrogen bonding interactions formed between the pyridyl and carboxylic groups. This study opens up a route to develop chiral nanostructures with desirable handedness via the co-assembly of simple molecular building blocks and provides a straightforward insight into the chirality control of nanostructures in supramolecular systems.

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Citations

Mar 28, 2019·Chemical Communications : Chem Comm·Qingyuan DengZhixiang Wei
Apr 13, 2018·Angewandte Chemie·Jinying LiuChuanliang Feng
Mar 24, 2018·Angewandte Chemie·Fang Wang, Chuan-Liang Feng
Sep 5, 2018·Accounts of Chemical Research·Pengyao Xing, Yanli Zhao
Jun 10, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Fang WangChuanliang Feng
Nov 22, 2017·Journal of the American Chemical Society·Heekyoung ChoiJong Hwa Jung
Jan 11, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Sagar Biswas, Apurba K Das
Feb 6, 2020·The Journal of Physical Chemistry Letters·Shixin XueYanli Zhao
Jul 9, 2020·Langmuir : the ACS Journal of Surfaces and Colloids·Anze LiLiangliang Zhu
Nov 8, 2018·Journal of the American Chemical Society·Guofeng LiuYanli Zhao
May 8, 2018·Journal of the American Chemical Society·Guofeng LiuYanli Zhao
Nov 18, 2020·ACS Nano·Yaqian ZhangChuanliang Feng

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Methods Mentioned

BETA
NMR
circular dichroism
linear dichroism
infrared spectroscopy

Software Mentioned

BioTools

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