Quantification of the aromaticity of 2-Alkylidenethiazolines subjected to push-pull activity
- Through-space NMR shieldings (TSNMRSs) of a series of 2-alkylidenethiazolines subjected to push-pull activity have been calculated by the GIAO method employing the nucleus-independent chemical shift (NICS) concept and visualized as iso-chemical-shielding surfaces (ICSSs). The ICSSs were applied to quantify and visualize the degree of aromaticity of the studied compounds, which has been shown to be in excellent correlation with the push-pull behavior, quantified by the quotient (pi*/pi) method. Dissection of the absolute magnetic shielding values into individual contributions of bonds and lone pairs by the natural chemical shielding-natural bond orbital (NCS-NBO) analysis has revealed unexpected details.
Author details: | Marija Baranac-StojanovicORCiD, Erich Keinpeter |
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DOI: | https://doi.org/10.1021/jo200294f |
ISSN: | 0022-3263 |
Title of parent work (English): | The journal of organic chemistry |
Publisher: | American Chemical Society |
Place of publishing: | Washington |
Publication type: | Article |
Language: | English |
Year of first publication: | 2011 |
Publication year: | 2011 |
Release date: | 2017/03/26 |
Volume: | 76 |
Issue: | 10 |
Number of pages: | 11 |
First page: | 3861 |
Last Page: | 3871 |
Funding institution: | Ministry of Science of the Republic of Serbia; Deutscher Akademischer Austauschdienst (DAAD) [504 252 70] |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer review: | Referiert |