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Enantioselective Light Harvesting with Perylenediimide Guests on Self‐Assembled Chiral Naphthalenediimide Nanofibers
Author(s) -
Sethy Ramarani,
Kumar Jatish,
Métivier Rémi,
Louis Marine,
Nakatani Keitaro,
Mecheri Nila Mohan Thazhe,
Subhakumari Akhila,
Thomas K. George,
Kawai Tsuyoshi,
Nakashima Takuya
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201707160
Subject(s) - chirality (physics) , supramolecular chemistry , förster resonance energy transfer , nanofiber , molecule , supramolecular chirality , enantioselective synthesis , molecular recognition , monomer , materials science , chemistry , photochemistry , combinatorial chemistry , nanotechnology , fluorescence , polymer , organic chemistry , physics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark , catalysis
Self‐assembling molecular systems often display amplified chirality compared to the monomeric state, which makes the molecular recognition more sensitive to chiral analytes. Herein, we report the almost absolute enantioselective recognition of a chiral perylenediimide (PDI) molecule by chiral supramolecular nanofibers of a bichromophoric naphthalenediimide (NDI) derivative. The chiral recognition was evaluated through the Förster resonance energy transfer (FRET) from the NDI‐based host nanofibers to the guest PDI molecules. The excitation energy was successfully transferred to the guest molecule through efficient energy migration along the host nanofiber, thus demonstrating the light‐harvesting capability of these hybrid systems. Furthermore, circularly polarized luminescence (CPL) was enantioselectively sensitized by the guest molecule as the wavelength band and sign of the CPL signal were switched in response to the chiral guest molecule.