Exploiting the Strong Hydrogen Bond Donor Properties of a Borinic Acid Functionality for Fluoride Anion Recognition. Academic Article

abstract

• Borinic acids have typically not been considered as hydrogen bond donor groups in molecular recognition. Described herein is a bifunctional borane/borinic acid derivative (2) in which the two functionalities are connected by a 1,8-biphenylenediyl backbone. Anion binding studies reveal that 2 readily binds a fluoride anion by formation of a unique B-FH-O-B hydrogen bond. This hydrogen bond is characterized by a short H-F distance of 1.79(3) and a large coupling constant (1 JHF ) of 57.2Hz. The magnitude of this interaction, which has also been investigated computationally, augments the fluoride anion binding properties of 2, thus making it compatible with aqueous environments.

authors

• Gabbai, Francois

published proceedings

• Angew Chem Int Ed Engl

altmetric score

• 7.75

author list (cited authors)

• Chen, C., & Gabbai, F. P.

citation count

• 33

complete list of authors

• Chen, Chang-Hong||Gabbaiï, François P

publication date

• January 2018

publisher

• Wiley  Publisher

published in

• Angewandte Chemie International Edition  Journal

keywords

• Boron
• Fluoride
• Hydrogen Bonds
• Molecular Recognition
• Sensors

PubMed Central ID

• 29160951

Digital Object Identifier (DOI)

• 10.1002/anie.201709494

start page

• 521

end page

• 525

volume

• 57

issue

• 2

URL

• http://dx.doi.org/10.1002/anie.201709494

user-defined tag

• 7 Affordable and Clean Energy