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- Title
Chelating P2-Bis-phosphazenes with a ( R, R)-1,2-Diaminocyclohexane Skeleton: Two New Chiral Superbases.
- Authors
Kögel, Julius F.; Kovačević, Borislav; Ullrich, Sebastian; Xie, Xiulan; Sundermeyer, Jörg
- Abstract
The linkage of two P2-phosphazenyl groups through a C2-symmetric ( R, R)-1,2-diaminocyclohexane (DACH) backbone yielded the new chiral superbases DACH-P2NMe2 and DACH-P2Pyr (Pyr=pyrrolidinyl). These bases were prepared by a Kirsanov reaction and studied with respect to their spectroscopic and structural characteristics. Theoretical calculations concerning their basicity properties revealed remarkable p KBH+ values of 38.1 and 39.9 on the acetonitrile scale; this makes them the strongest nonionic chiral superbases known to date.
- Subjects
PHOSPHAZENE derivatives; CYCLOHEXANE synthesis; PYRROLIDINE synthesis; CYCLOHEXANE derivatives; SUPERBASES (Chemistry); CHELATING agents; CHIRALITY
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 11, p2591
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201604522