Spectroscopic insight into supramolecular assemblies of boric acid derivatives and β-cyclodextrin

Artur Kasprzak , Krzysztof M. Borys , Agnieszka Adamczyk-Woźniak , Sergey Molchanov

Abstract

Interactions 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.
Publication typeOriginal work published as abstract
Author Artur Kasprzak (FC / DOC)
Artur Kasprzak,,
- Department Of Organic Chemistry
, Krzysztof M. Borys (FC / DPC)
Krzysztof M. Borys,,
- Department Of Physical Chemistry
, Agnieszka Adamczyk-Woźniak (FC / DPC)
Agnieszka Adamczyk-Woźniak,,
- Department Of Physical Chemistry
, Sergey Molchanov (FC / DOC)
Sergey Molchanov,,
- Department Of Organic Chemistry
Corporate authorThe Faculty of Chemistry, WUT (WCh)
Journal seriesCarbohydrate Polymers, ISSN 0144-8617, (A 40 pkt)
Issue year2018
Vol198
Pages294-301
Publication size in sheets0.5
DOIDOI:10.1016/j.carbpol.2018.06.085
Languageen angielski
File
Kasprzak zcho4.pdf 1.1 MB
Score (nominal)0
ScoreMinisterial score = 40.0, 28-06-2018, ArticleFromJournal
Ministerial score (2013-2016) = 40.0, 28-06-2018, ArticleFromJournal
Publication indicators WoS Impact Factor: 2016 = 4.811 (2) - 2016=5.13 (5)
Citation count*
Cite
Share Share

Get link to the record


* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.
Back