Host-Guest Chemistry of Carboranes: Synthesis of Carboxylate Derivatives and Their Binding to Cyclodextrins

0493265 - ÚACH 2019 RIV DE eng J - Journal Article
Nekvinda, Jan - Grüner, Bohumír - Gabel, D. - Nau, W. M. - Assaf, K. I.
Host-Guest Chemistry of Carboranes: Synthesis of Carboxylate Derivatives and Their Binding to Cyclodextrins.
Chemistry - A European Journal. Roč. 24, č. 49 (2018), s. 12970-12975. ISSN 0947-6539. E-ISSN 1521-3765
Grant - others:AV ČR(CZ) DAAD-17-22
Program: Bilaterální spolupráce
Institutional support: RVO:61388980
Keywords : boron * cluster compounds * carboranes * host-guest systems * hydrophobic effect
OECD category: Inorganic and nuclear chemistry
Impact factor: 5.160, year: 2018

Polyhedral carboxymethyl carborane (C2B10H12) derivatives, including mono- and disubstituted o-, m-, and p-isomers, have been synthesized. Supramolecular host-guest complexation of these derivatives with cyclodextrins (CDs, namely, alpha-, beta-, and gamma-CD) has been investigated in water. The globular structure of the carborane binding moiety and its hydrophobic character qualify it as an ideal recognition site to form stable inclusion complexes with macrocyclic host molecules in aqueous solution. The measured binding affinities for the carborane derivatives were in the millimolar range (K-a=10(3)-10(4)m(-1)) with differently sized CDs, and preferential binding to beta-CD.
Permanent Link: http://hdl.handle.net/11104/0286651


Research data: Wiley onlinelibrary