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Molecular Recognition of Primary Amines by Three-Point Binding with Boron-Containing Host Molecules.

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Reetz,  Manfred T.
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Niemeyer,  Christof M.
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Hermes,  Marcus
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Reetz, M. T., Niemeyer, C. M., Hermes, M., & Goddard, R. (1992). Molecular Recognition of Primary Amines by Three-Point Binding with Boron-Containing Host Molecules. Angewandte Chemie International Edition, 31(8), 1017-1019. doi:10.1002/anie.199210171.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0023-CA4E-4
Abstract
The reversible formation of a dative bond between the boron center (M) of the host and the N atom of the primary amine, with simultaneous formation of hydrogen bonds between the amine H atoms and two oxygen atoms (D) of the crown ether host presents a new concept in molecular recognition (depicted schematically right). The control of the degree and direction of the molecular recognition by variation of the groups R on the amine is unprecedented