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Multilevel Chirality Transfer from Amino Acid Derivatives to Circularly Polarized Luminescence‐Active Nanoparticles in Aqueous Medium
Author(s) -
Chen Yuan,
Sun Baobao,
Feng Haohui,
Wang Ranran,
Cheng Ming,
Wang Peng,
Zhou Zhiping,
Jiang Juli,
Wang Leyong
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202100458
Subject(s) - chirality (physics) , luminescence , supramolecular chirality , pyrene , aqueous solution , chemistry , materials science , photochemistry , crystallography , nanotechnology , physics , organic chemistry , supramolecular chemistry , optoelectronics , crystal structure , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark
Chirality at different levels is widely observed in nature, but the clue to connect it all together, and the way chirality transfers among different levels are still obscure. Herein, a l ‐/ d ‐lysine‐based self‐assembly system was constructed, in which two‐step chirality transfer among three different levels was observed in aqueous solution. The chirality originated from the point chirality of amino acid derivatives l ‐/ d ‐PyLys hydrochloride, and was transferred to the planar conformational chirality of water‐soluble pillar[5]arene pR ‐/ pS ‐WP5. Then, with the aid of pR ‐/ pS ‐WP5, nanoparticles were formed that exhibited L‐/R‐handed circularly polarized luminescence with a dissymmetry factor of up to ±0.001, arising from pyrene chiral excimers. This multilevel chirality transfer not only provides a perspective to trace potential clues, and to pursue certain ways by which the chirality transfers, but also offers a strategy to create controllable CPL emission in aqueous media.