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Structurally Flexible C3-Symmetric Receptors for Molecular Recognition and Their Self-Assembly Properties.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Singh, Ashutosh S. Sun, Shih-Sheng
Description	Country affiliation: India Author Affiliation: Singh AS ( School of Chemical Sciences, National Institute of Science Education and Research (NISER), Institute of Physics Campus, Sachivalaya Marg, Near Sainik School, Bhubaneswar, 751005, India.); Sun SS ( Institute of Chemistry, Academia Sinica, 115 Nankang, Taipei, Taiwan. sssun@chem.sinica.edu.tw.)
Abstract	The bioinspired design and synthesis of building blocks and their assemblies by the supramolecular approach has ever fascinated scientists to utilize such artificial systems for numerous purposes. Flexibility is a basic feature of natural systems. However, in artificial systems this is difficult to control, especially if there is no preorganization of the component(s) of a system. We have designed and synthesized a series of C3 -symmetric N-bridged flexible receptors and successfully utilized them to selectively entrap the notorious and toxic nitrate anion in aqueous medium. This was the first report of highest binding affinity for the nitrate anion in aqueous medium. An impressive self-sorting phenomenon of reversibly formed hydrogen-bonded capsules, which self-assembled from flexible tripodal receptors having branches of similar size and bearing the same amide functionality, has been disclosed. Encapsulated nitrate anion has been further utilized for the photochemical [2+2] cycloaddition reaction for the synthesis of strained four-membered ring structures through dynamic self-assembly. In this Personal Account, we summarize these results showing the utility of naturally inspired flexibility in artificial systems.
File Format	HTM / HTML
ISSN	15278999
Issue Number	6
Volume Number	15
e-ISSN	15280691
Journal	The Chemical Record
Language	English
Publisher	Wiley
Publisher Date	2015-12-01
Publisher Place	United States
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Chemistry Nitrates Chemistry Receptors, Artificial Anions Cycloaddition Reaction Hydrogen Bonding Models, Molecular Molecular Structure Perchlorates Photochemical Processes Chemical Synthesis Solvents Water Journal Article Research Support, Non-u.s. Gov't
Content Type	Text
Resource Type	Article
Subject	Biochemistry (medical) Chemistry Materials Chemistry Biochemistry Chemical Engineering

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