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Structural Dualism in the Zwitterionic 7‐RR′NH‐ nido ‐7,8,9‐C 3 B 8 H 10 Tricarbollide Series: An Example of Absolute Tautomerism
Author(s) -
Bakardjiev Mario,
Holub Josef,
Hnyk Drahomír,
Císařová Ivana,
Londesborough Michael G. S.,
Perekalin Dmitry S.,
Štíbr Bohumil
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501018
Subject(s) - tautomer , chemistry , proton , computational chemistry , isomerization , series (stratigraphy) , absolute (philosophy) , stereochemistry , organic chemistry , philosophy , physics , paleontology , epistemology , quantum mechanics , biology , catalysis
The dual in the crown : The same compound can adopt two different, non‐equilibrium tautomeric structures. This unique structural dualism is demonstrated by the isolation of pure tautomeric pairs, 7‐RR′NH‐7,8,9‐C 3 B 8 H 10 (zwitterionic) and 7‐RR′N‐7,8,9‐C 3 B 8 H 11 (neutral) (where R,R′=H or alkyls, see scheme, PNT=proton nontransferring, PT=proton transferring) in the tricarbollide series.