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Specific Recognition of β‐Cyclodextrin by a Tetraphenylethene Luminogen through a Cooperative Boronic Acid/Diol Interaction
Author(s) -
Liu Yi,
Qin Anjun,
Chen Xiujuan,
Shen Xiao Yuan,
Tong Li,
Hu Rongrong,
Sun Jing Zhi,
Tang Ben Zhong
Publication year - 2011
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.201102613
Subject(s) - intramolecular force , boronic acid , cyclodextrin , scheme (mathematics) , diol , chemistry , computer science , combinatorial chemistry , stereochemistry , mathematics , organic chemistry , mathematical analysis
An unexpected recognition of β‐cyclodextrin (CD) from α‐ and γ‐CDs was achieved. The emission from a diboronic acid‐containing tetraphenylethene (TPEDB) was amplified upon addition of β‐CD, whereas there was almost no response for α‐, and γ‐CDs. TPEDB is proposed to be anchored onto the wide rim of β‐CD through the alternative and conceptually new cooperative boronic acid/diol dynamic binding interaction, resulting in the restriction of intramolecular rotations of its phenyl rings (see scheme).