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Boronic acids as molecular sensors NBO analysis and 13C chemical shifts as tools for evaluation of DFT geometry optimization of complexes of diphenylmethane 3,3′-diboronic acids and glucose

✍ Scribed by Rolf Uggla; Markku R. Sundberg; Vesa Nevalainen


Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
425 KB
Volume
7
Category
Article
ISSN
0957-4166

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✦ Synopsis


Studies on the formation of bisdentate complexes of diphenylmethane-3,3'-diboronic acid I and glucose were carried out using DFT methods. A 1,2-and 5,6-coordinated complex (i. e.

  1. was chosen (on the basis of a recent NMR spectroscopic study) as a most probable model of plausible isomeric structures which I could form as reacting with hydroxylic positions (total of 5) of glucose (in the furanose form). The optimized structure of 2 was found to be closely similar to that proposed on the basis of the earlier NMR study. The calculated ~3C NMR shifts were closely similar to the measured ones. A more glucose selective analog of the sensor 1 was proposed.