Chiral Supramolecular Assemblies from an Achiral Naphthalene Diimide Bearing a Urea Moiety.

Autor: Shaikh DB; Polymers and Functional Materials Division and Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, Telangana, India., Bhosale RS; Polymers and Functional Materials Division and Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, Telangana, India.; Present address: Department of Chemistry, Indrashil University, Kadi, Mehsana-, 382740, Gujarat, India., La DD; Institute of Chemistry and Material, Hoang Sam, Hanoi, Vietnam., Al Kobaisi M; School of Science, Faculty of Science, Engineering and Technology, Swinburne University of Technology, Hawthorn, Australia., Bhosale SV; Polymers and Functional Materials Division and Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, Telangana, India., Bhosale SV; Department of Chemistry, Goa University, Taleigao Plateau, Goa-, 403 2016, India.
Jazyk: angličtina
Zdroj: Chemistry, an Asian journal [Chem Asian J] 2018 Nov 02; Vol. 13 (21), pp. 3268-3273. Date of Electronic Publication: 2018 Oct 02.
DOI: 10.1002/asia.201801115
Abstrakt: The ordering of organic molecules in a supramolecular self-assembly determines their physical, chemical, and photonic properties. Here, we report the aggregation of two achiral naphthalene diimides (NDIs), in which phenyl moieties are linked to the NDI core via a urea subunit, leading to chiral supramolecular assemblies in THF/methylcyclohexane. Circular dichroism spectroscopic analysis of twisted ribbons deposited from solutions indicated a mixture of left- and right-handed nanostructures for one NDI, whereas only left-handed structures were observed for the other one. Furthermore, this study also shows the effect of large atoms such as iodine on the self-assembly process, which governs and controls the helicity of the produced microstructures. The supramolecular assemblies were characterized by UV/Vis, fluorescence emission, CD, SEM, and XRD techniques.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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