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Multilevel Chirality Transfer from Amino Acid Derivatives to Circularly Polarized Luminescence-Active Nanoparticles in Aqueous Medium
Authors:Yuan Chen  Baobao Sun  Haohui Feng  Ranran Wang  Ming Cheng  Dr Peng Wang  Zhiping Zhou  Prof Juli Jiang  Prof Leyong Wang
Institution:1. Jiangsu Key Laboratory of Advanced Organic Materials School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P.R. China;2. State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P.R. China
Abstract: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 pillar5]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.
Keywords:amino acids  arenes  chiral nanoparticles  circularly polarized luminescence  excimers  pyrene
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