Spectroscopic insight into supramolecular assemblies of boric acid derivatives and β-cyclodextrin
Artur Kasprzak , Krzysztof M. Borys , Agnieszka Adamczyk-Woźniak , Sergey Molchanov
AbstractInteractions of select boric acid derivatives with β-cyclodextrin were investigated. All products were obtained employing the grinding-induced mechanochemical approach. It was found that phenylboronic acid, benzoxaborole and boric acid form non-covalent, hydrogen bonding-based systems with β-cyclodextrin, whereas catechol and pinacol esters of phenylboronic acid as well as ferroceneboronic acid form host-guest inclusion complexes. The interactions were probed using spectroscopic methods: 1 H NMR, 1 H-1 H ROESY NMR, 1 H DOSY NMR, FT-IR. Association constant values were evaluated by 1 H DOSY NMR. The highest association constant was found for boric acid (117.5 ± 2.5 M−1 ), whilst the lowest for benzoxaborole (14.8 ± 0.3 M−1 ). The study shows the influence of boron compound structure on the nature of the assembly formed with β-cyclodextrin, laying up the basis for future work with such supramolecular systems.
|Corporate author||The Faculty of Chemistry, WUT (WCh)|
|Journal series||Carbohydrate Polymers, ISSN 0144-8617, (A 40 pkt)|
|Publication size in sheets||0.5|
|ASJC Classification||; ;|
|Score|| = 40.0, 21-03-2019, ArticleFromJournal|
= 40.0, 21-03-2019, ArticleFromJournal
|Publication indicators||= 0; : 2016 = 1.745; : 2017 = 5.158 (2) - 2017=5.326 (5)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.