期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 5, 页码 1435-1438出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201307212
关键词
guanidine; organosuperbases; synthetic methods; basicity; UV/Vis spectroscopy
资金
- Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic [RVO: 61388963]
- ETF from the Estonian Science Foundation [9105]
- Estonian Ministry of Education and Science [SF0180061s08]
- UT Centre of Excellence High-Technology Materials for Sustainable Development [SLOKT117T]
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 pK(alpha) 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.
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