Evidences of strong C-H...O bond in an o-carboranyl beta-lactoside in solution.
In this communication, the presence of a persistent intramolecular C-H....O bond in solution, has been evidenced by NMR spectroscopy and theoretical calculations. The molecules under study were o-carboranyl beta-glycoside derivatives, in which, the donor group was the activated CH of the carboranyl residue and the acceptor atom was the glycosidic oxygen. The strength of the interaction and the geometry of the atoms involved were determined by ab initio calculations.
Dipartimento di Scienze Chimiche e dei Biosistemi, Università di Siena, Via A. Moro, 2 - 53100 Siena, Italy. donatia@unisi.it
Alessandro
A
Donati
Sandra
S
Ristori
Claudia
C
Bonechi
Luigi
L
Panza
Giacomo
G
Martini
Claudio
C
Rossi
D002236:Carbohydrate Conformation; D005960:Glucosides / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular; D012996:Solutions
D005960:Glucosides; D006027:Glycosides; D012996:Solutions; C008245:lactosides