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Chaudhary P, Goettel JT, Mercier HP, et al. Lewis acid behavior of SF4 : synthesis, characterization, and computational study of adducts of SF4 with pyridine and pyridine derivatives. Chemistry. 2015;21(16):6247-56doi: 10.1002/chem.201406359.
Chaudhary, P., Goettel, J. T., Mercier, H. P., Sowlati-Hashjin, S., Hazendonk, P., & Gerken, M. (2015). Lewis acid behavior of SF4 : synthesis, characterization, and computational study of adducts of SF4 with pyridine and pyridine derivatives. Chemistry (Weinheim an der Bergstrasse, Germany), 21(16), 6247-56. https://doi.org/10.1002/chem.201406359
Chaudhary, Praveen, et al. "Lewis acid behavior of SF4 : synthesis, characterization, and computational study of adducts of SF4 with pyridine and pyridine derivatives." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,16 (2015): 6247-56. doi: https://doi.org/10.1002/chem.201406359
Chaudhary P, Goettel JT, Mercier HP, Sowlati-Hashjin S, Hazendonk P, Gerken M. Lewis acid behavior of SF4 : synthesis, characterization, and computational study of adducts of SF4 with pyridine and pyridine derivatives. Chemistry. 2015 Apr 13;21(16):6247-56. doi: 10.1002/chem.201406359. Epub 2015 Mar 06. PMID: 25752662.
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Chemistry. 2015 Apr 13;21(16):6247-56. doi: 10.1002/chem.201406359. Epub 2015 Mar 06.

Lewis acid behavior of SF4 : synthesis, characterization, and computational study of adducts of SF4 with pyridine and pyridine derivatives.

Chemistry (Weinheim an der Bergstrasse, Germany)

Praveen Chaudhary, James T Goettel, Hélène P A Mercier, Shahin Sowlati-Hashjin, Paul Hazendonk, Michael Gerken

Affiliations

  1. Canadian Centre for Research in Advanced Fluorine Technologies; Department of Chemistry and Biochemistry, University of Lethbridge, Lethbridge, Alberta T1K?3M4 (Canada), Fax: (+1)?403-329-2057.

PMID: 25752662 DOI: 10.1002/chem.201406359

Abstract

Sulfur tetrafluoride was shown to act as a Lewis acid towards organic nitrogen bases, such as pyridine, 2,6-dimethylpyridine, 4-methylpyridine, and 4-dimethylaminopyridine. The SF4 ⋅NC5 H5 , SF4 ⋅2,6-NC5 H3 (CH3 )2 , SF4 ⋅4-NC5 H4 (CH3 ), and SF4 ⋅4-NC5 H4 N(CH3 )2 adducts can be isolated as solids that are stable below -45 °C. The Lewis acid-base adducts were characterized by low-temperature Raman spectroscopy and the vibrational bands were fully assigned with the aid of density functional theory (DFT) calculations. The electronic structures obtained from the DFT calculations were analyzed by the quantum theory of atoms in molecules (QTAIM). The crystal structures of SF4 ⋅NC5 H5 , SF4 ⋅4-NC5 H4 (CH3 ), and SF4 ⋅4-NC5 H4 N(CH3 )2 revealed weak SN dative bonds with nitrogen coordinating in the equatorial position of SF4 . Based on the QTAIM analysis, the non-bonded valence shell charge concentration on sulfur, which represents the lone pair, is only slightly distorted by the weak dative SN bond. No evidence for adducts between quinoline or isoquinoline with SF4 was found by low-temperature Raman spectroscopy.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: Lewis acids and bases; Raman spectroscopy; fluorine; structure elucidation; sulfur

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