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Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors.


ABSTRACT: The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d? than N,N'-diphenyl-1,3-disulfonamidobenzene that was used as a comparison. The selectivity exhibited by one of the new receptors for chloride anions can be attributed to greater steric demand in the cleft formed, in part, by its terminal phenyl rings; an effect that is absent in the comparison receptor.

SUBMITTER: Wang HB 

PROVIDER: S-EPMC2887280 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors.

Wang Hong-Bo HB   Wisner James A JA   Jennings Michael C MC  

Beilstein journal of organic chemistry 20100519


The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d₆ than N,N'-diphenyl-1,3-disulfonamidobenzene that was used as a comparison. The selectivity exhibited by one of the new receptors for chloride anions can be attributed to greater steric demand in the cleft formed, in part, by it  ...[more]

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