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- Title
Very Strong Organosuperbases Formed by Combining Imidazole and Guanidine Bases: Synthesis, Structure, and Basicity.
- Authors
Vazdar, Katarina; Kunetskiy, Roman; Saame, Jaan; Kaupmees, Karl; Leito, Ivo; Jahn, Ullrich
- Abstract
New structural motives for organosuperbases, that are easy to prepare and highly basic are urgently required in many areas of chemistry. The synthesis of N, N′- bis( imidazolyl) guanidine bases (BIG bases) is reported. Their p Kα values are determined as 26.1-29.3 in THF. They are thus probably the strongest known phosphorous-free organic bases both in solution and in the gas phase. Calculations help to determine the structural and electronic factors giving rise to the high basicity.
- Subjects
SUPERBASES (Chemistry); IMIDAZOLES; ORGANIC chemistry; CHEMICAL synthesis; PHOSPHORUS
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 5, p1435
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201307212