0434492 - ÚACH 2015 RIV US eng J - Článek v odborném periodiku
Dávalos, J. Z. - Gonzalez, J. - Ramos, R. - Hnyk, Drahomír - Holub, Josef - Santaballa, J.A. - Canle, M. - Oliva, J. M.
Acidities of closo-1-COOH-1,7-C2B10H11 and Amino Acids Based on Icosahedral Carbaboranes.
Journal of Physical Chemistry A. Roč. 118, č. 15 (2014), s. 2788-2793. ISSN 1089-5639. E-ISSN 1520-5215
Grant CEP: GA ČR GAP208/10/2269
Institucionální podpora: RVO:61388980
Klíčová slova: energy landscapes * geochemistry * isomers * boron
Kód oboru RIV: CA - Anorganická chemie
Impakt faktor: 2.693, rok: 2014 ; AIS: 0.777, rok: 2014
DOI: https://doi.org/10.1021/jp412400q

Carborane clusters are not found in Nature and are exclusively man-made. In this work we study, both experimentally and computationally, the gas-phase acidity (measured GA = 1325 kJ.mol(-1), computed GA = 1321 kJ.mol(-1)) and liquid-phase acidity (measured pK(a) = 2.00, computed pK(a) = 1.88) of the carborane acid closo-1-COOH-1,7-C2B10H11. The experimental gas-phase acidity was determined with electrospray tandem mass spectrometry (ESI/MS), by using the extended Cooks kinetic method (EKM). Given the similar spatial requirements of the title icosahedral cage and benzene and the known importance of aminoacids as a whole, such a study is extended, within an acid-base context, to corresponding ortho, meta, and para amino acids derived from icosahedral carborane cages, 1-COOH-n-NH2-1, n-R with {R = C2B10H10, n = 2, 7, 12}, and from benzene {R = C6H4, n = 2, 3, 4}. A remarkable difference is found between the proportion of neutral versus zwitterion structures in water for glycine and the carborane derived amino acids.
Trvalý link: http://hdl.handle.net/11104/0238521