Monitoring of reversible boronic acid–diol interactions by fluorine NMR spectroscopy in aqueous media

2015 ◽  
Vol 13 (33) ◽  
pp. 8817-8821 ◽  
Author(s):  
L. Iannazzo ◽  
E. Benedetti ◽  
M. Catala ◽  
M. Etheve-Quelquejeu ◽  
C. Tisné ◽  
...  

A new convenient method for monitoring boronic acid–diol interactions in aqueous media based on 19F NMR spectroscopy with fluorinated boronic acid probes is described.

2015 ◽  
Vol 51 (22) ◽  
pp. 4666-4669 ◽  
Author(s):  
Vaclav Havel ◽  
Mirza Arfan Yawer ◽  
Vladimir Sindelar

Bambusuril macrocycles allow qualitative and quantitative sensing of anion mixtures in water using 1H NMR spectroscopy.


2011 ◽  
Vol 64 (11) ◽  
pp. 1425 ◽  
Author(s):  
Donald S. Matteson

Hydrolysis of diisopropyl (bromomethyl)boronate followed by reaction with pinanediol provides an efficient route to pinanediol (hydroxymethyl)boronate (12), a useful intermediate for asymmetric synthesis. The stability of (hydroxymethyl)boronic acid (10) and its ester 12 have been examined by NMR spectroscopy. Heating for 1 h in acidic D2O does not degrade 10 and only affects the pinanediol moiety of 12. Base does not degrade 10 or 12 in several days at 20–25°C, but converts either to DCH2OD and CH3OD in a few h at 90–98°C, with a large H/D isotope effect. Pinanediol (bromomethyl)boronate with sodium hydroxide in D2O yields a gross mixture of products.


2021 ◽  
Author(s):  
Russell F. Snead ◽  
Jan Nekvinda ◽  
Webster L. Santos

A copper(ii)-catalyzed internal protoboration of monosubstituted allenes efficiently occurs in water at room temperature and open air to generate 1,1-disubstituted vinyl boronic acid derivatives.


2007 ◽  
Vol 129 (44) ◽  
pp. 13575-13583 ◽  
Author(s):  
Nicola Y. Edwards ◽  
Thomas W. Sager ◽  
John T. McDevitt ◽  
Eric V. Anslyn
Keyword(s):  

1995 ◽  
Vol 73 (8) ◽  
pp. 1298-1304 ◽  
Author(s):  
Paul-Louis Fabre ◽  
Paule Castan ◽  
Diane Deguenon ◽  
Nicole Paillous

Croconic acid, H2C5O5, is readily oxidized. This may be attested by decolorization of the solutions and by observation of oxalic acid complexes. The oxidation products are identified by 13C NMR spectroscopy as oxalic and mesoxalic acids, and experimental conditions are specified. The oxidation process requires dioxygen and photons. In parallel, the electrochemical oxidation of croconic acid is studied in aqueous media and in acetonitrile. A potential–pH diagram is drawn. Keywords: croconic acid, oxalic acid, oxidation, electrochemistry, photochemistry.


ChemBioChem ◽  
2020 ◽  
Author(s):  
Capucine Jourdain de Muizon ◽  
Sridévi M. Ramanoudjame ◽  
Lucie Esteoulle ◽  
Claude Ling ◽  
Germain Brou ◽  
...  

2020 ◽  
Vol 18 (43) ◽  
pp. 8886-8898
Author(s):  
Dwaipayan Das ◽  
Prasun Mukherjee ◽  
Asish R. Das

An efficient palladium catalyzed diastereoselective addition of arylboronic acids to complex spirocyclopropyl dinitriles is developed in the presence of a catalytic amount of DBSA as a Brønsted acid surfactant in aqueous media.


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