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Design of Robust Organosuperbases and Anion Receptors by Combination of Azine Heterocycle Skeleton and Phosphazene Motif
Author(s) -
Khademloo Elham,
Saeidian Hamid,
Mirjafary Zohreh,
Aliabad Javad Mokhtari
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803958
Subject(s) - azine , phosphazene , chemistry , hydrogen bond , ion , receptor , molecule , proton affinity , structural motif , stereochemistry , crystallography , organic chemistry , biochemistry , protonation , polymer
In the present study, the proton affinity (PA) and the gas phase basicity have been calculated for a series of azine heterocycles bearing phosphazene motif by using the B3LYP/6‐31+G(d,p) method. The results indicate that the designed compounds meet remarkable superbasicity. The calculated PAs are in the range of 931–1117 kJ mol −1 . The studied molecules have flexible structure and can be used as anion receptors through strong hydrogen bonding. The interaction of superbases 7–9 with F − , Cl − and NO 3 − anions has been also investigated using the Density Functional Theory. The anion receptors show a high affinity toward F − anion, therefore, they may be considered as selective F − receptors.