Examination of pinanediol–boronic acid ester formation in aqueous media: relevance to the relative stability of trigonal and tetrahedral boronate esters-Reference-Cited by-同舟云学术

Examination of pinanediol–boronic acid ester formation in aqueous media: relevance to the relative stability of trigonal and tetrahedral boronate esters

Published:2020 Issue:14 Volume:18 Page:2716-2726
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Martínez-Aguirre Mayte A.¹²³⁴^ORCID,Flores-Alamo Marcos¹²³⁴,Medrano Felipe⁵⁶⁷⁴,Yatsimirsky Anatoly K.¹²³⁴^ORCID

Affiliation:

1. Facultad de Química

2. Universidad Nacional Autónoma de México

3. 04510 México D.F.

4. Mexico

5. Departamento de Ciencias químico-biológicas

6. Universidad de Sonora

7. Hermosillo

Abstract

The “inverted” order of stabilities K_trig > K_tet is observed for pinanediol boronate esters in spite of the existence of the usual strain release effect in the O–B–O angle of the cyclic diol ester.

Funder

Consejo Nacional de Ciencia y Tecnología

Universidad Nacional Autónoma de México

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB00201A

Reference72 articles.

1. T. D. James , M. D.Phillips and S.Shinkai , Boronic Acids in Saccharide Recognition , Royal Society of Chemistry , Cambridge , 2006

2. Selective sensing of saccharides using simple boronic acids and their aggregates