Quantum Organic Chemistry Group, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička c. 54, 10 000 Zagreb, Croatia.
Chem Commun (Camb). 2011 Jan 28;47(4):1327-9. doi: 10.1039/c0cc03386c. Epub 2010 Nov 24.
A new type of the π-electron polycyclic organic superbases is proposed exhibiting very high proton affinities in the gas phase spanning the range from 280 to 323 kcal mol(-1) and the pK(a) up to 41.4 units in the MeCN solutions. Their salient feature is formation of the (H(+))-bridge upon protonation and a strong cationic resonance effect in the corresponding conjugate acids.
提出了一种新型的π-电子多环有机超碱,其在气相中的质子亲和力非常高,范围从 280 到 323 kcal/mol,在 MeCN 溶液中的 pK(a)高达 41.4 个单位。它们的显著特点是在质子化时形成(H(+))-桥,以及在相应的共轭酸中存在强烈的阳离子共振效应。