Roesky's ketone: Structure, aromaticity and reactivity

European Journal of Inorganic Chemistry

Volumn , Issue 19, 2004, Pages 3798-3805

  Van Droogenbroeck, Joris ^a   Tersago, Karla ^a   Van Alsenoy, Christian ^a   Aucott, Stephen M ^b   Milton, Heather L ^b   Woollins, J Derek ^b   Blockhuys, Frank ^a  

^a UNIVERSITY OF ANTWERP   (Belgium)

^b UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

Aromaticity; Density functional theory; Dithiadiazole; Reactivity; X ray diffraction

Indexed keywords

AROMATIZATION; CRYSTAL ATOMIC STRUCTURE; ISOMERS; KETONES; X RAY DIFFRACTION;

AROMATICITIES; BASIS SETS; CRYSTALS STRUCTURES; DENSITY-FUNCTIONAL LEVEL; DENSITY-FUNCTIONAL-THEORY; DITHIADIAZOLE; PROPERTY; REACTIVITY; TITLE COMPOUNDS; X- RAY DIFFRACTIONS;

DENSITY FUNCTIONAL THEORY;

5 OXO 1,3,2,4 DITHIADIAZOLE; KETONE; ROESKY KETONE; UNCLASSIFIED DRUG;

AROMATICITY; ARTICLE; ATOMIC CHARGE; CHEMICAL STRUCTURE; CHEMOREACTIVITY; CRYSTAL STRUCTURE; DENSITY FUNCTIONAL THEORY; DIPOLE; FUKUI FUNCTION; ISOMER; MATHEMATICAL PARAMETERS; SURFACE CHARGE; X RAY DIFFRACTION;

EID: 6344261448     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejic.200400361     Document Type: Article

References (36)

1. V. V. Walatka, M. M. Labes, J. H. Perlstein, Phys. Rev. Lett. 1973, 31, 1139-1142.
2. R. L. Greene, G. B. Street, L. J. Suter, Phys. Rev. Lett. 1975, 34, 577-579.
3. T. Chivers, Chem. Rev. 1985, 85, 341-365.
4. T. Chivers, Acc. Chem. Res. 1984, 17, 166-171.
5. F. Blockhuys, S. L. Hinchley, A. Y. Marakov, Y. V. Gatilov, A. V. Zibarev, J. D. Woollins, D. W. H. Rankin, Chem. Eur. J. 2001, 7, 3592-3602.
6. A. Y. Makarov, I. Y. Bagryanskaya, F. Blockhuys, C. Van Alsenoy, Y. V. Gatilov, V. V. Knyazev, A. M. Maksimov, T. V. Mikhalina, V. E. Platonov, M. M. Shakirov, A. V. Zibarev, Eur. J. Inorg. Chem. 2003, 77-88.
7. J. Van Droogenbroeck, K. Tersago, C. Van Alsenoy, F. Blockhuys, Chem. Phys. Lett., submitted.
8. H. W. Roesky, E. Wehner, Angew. Chem. Int. Ed. Engl. 1975, 14, 498-498.
9. R. Neidlein, P. Leinberger, A. Gieren, B. Dederer, Chem. Ber. 1978, 111, 698-704.
10. R. Neidlein, P. Leinberger, Chem.-Ztg. 1975, 99, 433-433.
11. H. W. Roesky, E. Wehner, E. J. Zehnder, H. J. Deiseroth, A. Simon, Chem. Ber. 1978, 111, 1670-1676.
12. R. H. Delaat, L. Durham, E. G. Livingstone, N. P. C. Westwood, J. Phys. Chem. 1993, 97, 11216-11220.
13. D. L. Bergman, L. Laaksonen, A. Laaksonen, J. Mol. Graphics 1997, 15, 301-307.
14. L. Laaksonen, J. Mol. Graphics 1992, 10, 33-34.
15. B. Rousseau, A. Peelers, C. Van Alsenoy, Chem. Phys. Lett. 2000, 324, 189-194.
16. F. De Proft, C. Van Alsenoy, A. Peelers, W. Langenaeker, P. Geerlings, J. Comput. Chem. 2002, 23, 1198-1209.
17. F. De Proft, R. Vivas-Reyes, A. Peelers, C. Van Alsenoy, P. Geerlings, J. Comput. Chem. 2003, 24, 463-469.
18. J. Olah, C. Van Alsenoy, A. B. Sannigrahi, J. Phys. Chem. A 2002, 106, 3885-3890.
19. V. I. Minkin, M. N. Glukhovsev, B. Y. Simkin, Aromaticity and Antiaromaticity, John Wiley, New York, 1994.
20. A. W. Cordes, M. Hojo, H. Koenig, M. C. Noble, R. T. Oakley, W. T. Pennington, Inorg. Chem. 1986, 25, 1137-1145.
21. E. Hückel, Z. Phys. 1931, 70, 204-286.
22. A. J. Banisler, Nature (London), Phys. Sci. 1972, 237, 92-93.
23. P. V. Schleyer, M. Manoharan, Z. X. Wang, B. Kiran, H. J. Jiao, R. Puchla, N. Hommes, Org. Lett. 2001, 3, 2465-2468.
24. P. Geerlings, F. De Proft, W. Langenaeker, Chem. Rev. 2003, 103, 1793-1873.
25. D. D. Perrin, W. L. F. Armarego, Purification of Laboratory Chemicals, 3rd ed., Pergamon Press, Oxford, 1988.
26. C. P. Warrens, J. D. Woollins, Inorg. Synth. 1989, 25, 43-47.
27. C. Van Alsenoy, A. Peelers, J. Mol. Struct. 1993, 105, 19-34.
28. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. J. A. Montgomery, R. E. Stratmann, 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. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J. J. Dannenberg, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, A. G. Baboul, B. B. Stefanov, G. H. 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, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian 98, Revision A.11, Gaussian Inc., Pittsburgh PA, 2001.
29. A. D. Becke, J. Chem. Phys. 1993, 98, 5648-5652.
30. P. J. Stephens, F. J. Devlin, C. F. Chabalowski, M. J. Frisch, J. Phys. Chem. 1994, 98, 11623-11627.
31. A. D. McLean, G. S. Chandler, J. Chem. Phys. 1980, 72, 5639-5648.
32. R. Krishnan, J. S. Binkley, R. Seeger, J. A. Pople, J. Chem. Phys. 1980, 72, 650-654.
33. F. L. Hirshfeld, Theor. Chim. Acta 1977, 44, 129-138.
34. P. V. Schleyer, C. Maerker, A. Dransfeld, H. J. Jiao, N. Hommes, J. Am. Chem. Soc. 1996, 118, 6317-6318.
35. I. Mayer, Chem. Phys. Lett. 1983, 97, 270-274.
36. R. G. Parr, W. T. Yang, J. Am. Chem. Soc. 1984, 106, 4049-4050.