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Observation of Supramolecular Chirality in a Hierarchically Self‐Assembled Mixed‐Stack Charge‐Transfer Complex
Author(s) -
Krishnan Sumesh Babu,
Gopidas Karical Raman
Publication year - 2017
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.201701123
Subject(s) - supramolecular chemistry , supramolecular chirality , chirality (physics) , diimide , isothermal titration calorimetry , crystallography , pyrene , absorption (acoustics) , chemistry , materials science , perylene , molecule , organic chemistry , crystal structure , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , composite material , quark
Supramolecular chirality was observed in a charge‐transfer (CT) complex formed by self‐assembly of β‐cyclodextrin‐linked pyrene and adamantane‐linked pyromellitic diimide in water. In the complex, the pyrene–pyromellitic diimide CT interaction is reinforced several‐fold by the strong β‐cyclodextrin–adamantane inclusion binding interaction, as confirmed by 1 H NMR, absorption, fluorescence and isothermal titration calorimetry studies. The CT complex exhibited high stability, as inferred from the temperature‐dependent absorption and NMR studies. The CT absorption band exhibited a positive Cotton effect indicative of supramolecular chirality for the complex. Twisted fibres were observed in TEM, AFM, and SEM experiments. A mechanism involving synergistic binding interactions leading to 2D sheets, followed by twisting of the sheet, is proposed for the formation of twisted fibres. This system offers a chance to investigate a combination of supramolecular CT and supramolecular chirality and explore their synergistic effects.