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- W2091922786 endingPage "2052" @default.
- W2091922786 startingPage "2043" @default.
- W2091922786 abstract "A chiral bimetallic Lewis acid, 2,2′-(1,2-phenylene)bis[(4R,5R)-4,5-diphenyl-1,3,2-ioxaborolane] (1a), has been synthesized. The exceptionally strong binding of 1a with benzylamine was demonstrated by titrations. The complex formation ratio of 1a : amine = 1 : 2 was determined by a Job plot. The binding constants, K1 and K2, were determined by non-linear curve fitting to be K1 << K2. The results can be explained in terms of an allosteric effect. The first amine molecule coordinates with one of the two boron atoms of 1a; at the same time, one NH proton interacts with one of the two oxygen atoms in the other dioxaborolane ring to form a hydrogen bond. As a result, the two dioxaborolane rings are conformationally fixed by two-point binding to provide a preferable binding site for the second amine molecule. Although only a small chiral recognition of 1-phenylethylamine has been obtained with 1a, the clear separation of the peaks of the amine provides the possibility to use 1a as an NMR chiral-shift reagent." @default.
- W2091922786 created "2016-06-24" @default.
- W2091922786 creator A5018787868 @default.
- W2091922786 creator A5022475034 @default.
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- W2091922786 date "1996-07-01" @default.
- W2091922786 modified "2023-10-14" @default.
- W2091922786 title "Chiral Bimetallic Boronic Esters: A Donor–Acceptor Coexisting Receptor for Amines" @default.
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- W2091922786 doi "https://doi.org/10.1246/bcsj.69.2043" @default.
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