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A Water‐Containing Organopotassium Compound Based on Bis(4,6‐ t Bu‐benzoxazol‐2‐yl)methanide and Its Unexpected Stability to Hydrolysis
Author(s) -
Koehne Ingo,
Bachmann Sebastian,
HerbstIrmer Regine,
Stalke Dietmar
Publication year - 2017
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.201706316
Subject(s) - chemistry , protonation , ligand (biochemistry) , medicinal chemistry , hydrolysis , titration , stereochemistry , ion , inorganic chemistry , organic chemistry , biochemistry , receptor
The bulky bis(4,6‐ t Bu‐benzoxazol‐2‐yl)methane ligand system enabled the synthesis of the water‐containing organometallic potassium complex [(18‐crown‐6)K{(4,6‐ t Bu‐OCNC 6 H 2 ) 2 CH}⋅H 2 O] ( 2 ), which is an unprecedented example of a water‐stable reactive organopotassium compound. Furthermore, 2 is a rare example of a bis(benzoxazol‐2‐yl)methanide ligand displaying solely O‐coordination to a metal ion. Compound 2 was fully characterized through its solid‐state structure. Furthermore, its behavior in solution was investigated by NMR titration DOSY experiments. These revealed full protonation of the complex only after seven days and the addition of 114 equivalents of water.