Arylthiazylamides: Syntheses, structures, and bonding properties

Chemistry - A European Journal

Volumn 7, Issue 16, 2001, Pages 3504-3510

  Borrmann, Tobias ^a   Lork, Enno ^a   Mews, Rüdiger ^a   Stohrer, Wolf Dieter ^a   Watson, Paul G ^a   Zibarev, Andrey V ^b  

^a UNIVERSITY OF BREMEN   (Germany)

^b N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Ab initio calculations; Arylthiazylamides; Multiple bonds; N ligands; S ligands; Structure elucidation

Indexed keywords

CHEMICAL BONDS; ISOMERS; PROBABILITY DENSITY FUNCTION; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; X RAY CRYSTALLOGRAPHY;

BONDING PROPERTIES;

SALTS;

AMIDE; ANION; ARGON; ARYLTHIAZYLAMIDE DERIVATIVE; IMIDE; NITROGEN; SULFONIUM DERIVATIVE; SULFUR; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BINDING; CHEMICAL STRUCTURE; ISOMER; LOW TEMPERATURE; MODEL; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0035902895     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20010817)7:16<3504::AID-CHEM3504>3.0.CO;2-E     Document Type: Article

References (24)

1. A. V. Zibarev, A. O. Miller, J. Fluor. Chem. 1990, 50, 359.
2. I. Yu. Bagryanskaya, Yu. V. Gatilov, A. O. Miller, M. M. Shakirov, A. V. Zibarev, Heteroatom Chem. 1994, 5, 561.
3. A. V. Zibarev, Yu. V. Gatilov, A. O. Miller, Polyhedron 1992, 11, 1137.
4. I. Yu. Bagryanskaya, Yu. V. Gatilov, A. Yu. Makarov, A. M. Maksimov, A. O. Miller, M. M. Shakirov, A. V. Zibarev, Heteroatom Chem. 1999, 10, 113.
5. A. V. Zibarev, E. Lork, R. Mews, Chem. Commun. 1998, 991.
6. T. Borrmann, A. V. Zibarev, E. Lork, G. Knitter, S.-J. Chen, P. G. Watson, E. Cutin, M. M. Shakirov, W.-D. Stohrer, R. Mews, Inorg. Chem. 2000, 39, 3999.
7. W. J. Middleton, Org. Synth. 1985, 84, 221.
8. a) D. J. Cram, Fundamentals of Carbanion Chemistry, Academic Press, New York, 1965;
9. b) Comprehensive Carbanion Chemistry (Eds.: E. Buncel, T. Durst ), Elsevier, Amsterdam, 1980;
10. c) R. B. Bates, C. A. Ogle, Carbanion Chemistry, Springer, Berlin, 1983;
11. d) Stable Carbanion Chemistry (Eds.: G. K. S. Prakash, P. von R. Schleyer), Wiley, New York, 1997.
12. a) R. N. Butler, J. P. Duffy, P. McArdle, D. Cunningham, G. A. O'Halloran, J. Chem. Soc. Chem. Commun. 1989, 1210;
13. b) H. W. Roesky, K. L. Weber, M. Noltemeyer, G. M. Sheldrick, Z. Naturforsch. B 1984, 39b, 163;
14. c) F. Iwasaki, Acta Crystallogr. Sect. B 1980, 36, 1700.
15. G. Hartmann, R. Mews, G. M. Sheldrick, R. Anderskewitz, M. Niemeyer, H. J. Emeleus, H. Oberhammer, J. Fluor. Chem. 1986, 34, 46.
16. R. L. Cook, W. H. Kirchhoff, J. Chem. Phys. 1967, 47, 4521.
17. a) T. Beppo, E. Hirota, Y. Morino, J. Mol. Spectrosc. 1970, 36, 386;
18. b) W. C. Emken, K. Hedberg, J. Chem. Phys. 1973, 58, 2195.
19. G. M. Sheldrick, SHELX-97, University of Göttingen, Göttingen, Germany, 1997.
20. DIAMOND-Visual Crystal Structure Information System, Crystal Impact, Bonn, Germany.
21. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC-153116 (3c), CCDC-153113 (3d), CCDC-153114 (3f), CCDC-153110 (3i), CCDC-153115 (4), and CCDC-153111 (5). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: (+44)1223-336033; e-mail: deposit@ccdc.cam.ac.uk).
22. Gmelin Handbook of Inorganic Chemistry, Sulfur-Nitrogen Compounds, Part 6, Springer, Berlin, 1990, pp. 113-171.
23. Gaussian 98 (Revision A.7), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, R. E. Stratman, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Menucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Peterson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslovski, J. V. Ortiz, A. G. Boboul, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzales, M. Challacombe, P. M. W. Gill, B. Jonson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzales, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian, Inc. Pittsburgh PA, 1998.
24. A. V. Zibarev, A. O. Miller, Yu. V. Gatilov, G. G. Furin, Heteroatom Chem. 1990, 1, 443.