Synthesis and nitrosation reactions of π-extended 1,3-dithiol-2- ylidene systems

Tetrahedron

Volumn 54, Issue 15, 1998, Pages 3919-3928

  Bryce, Martin R ^a   Chalton, Michael A ^a   Chesney, Antony ^a   Catterick, David ^a   Yao, Jing W ^a   Howard, Judith A K ^a  

^a DURHAM UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DITHIOLE DERIVATIVE; ALKENE DERIVATIVE; KETONE; PHOSPHONIC ACID ESTER; PHOSPHORANE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ELECTRON TRANSPORT; MOLECULAR INTERACTION; MOLECULAR STABILITY; NITROSATION; PRIORITY JOURNAL; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0032499066     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00118-5     Document Type: Article

References (29)

1. 1. Gilchrist, T. L. Chem. Soc. Rev. 1983, 12, 53.
2. 2. Francotte, E.; Merenyi, R.; Vandenblucke-Coyette V.; Viehe, H. G. Helv. Chim. Acta 1981, 64, 1208.
3. 3. a) Johnson, P. L.; Paul, I. C. J. Am. Chem. Soc. 1969, 91, 781.
4. b) Beer, R. J. S.; Gait, R. J. Chem. Commun. 1970, 328.
5. c) Reed, K. I. G. and Paul, I. C. Chem. Commun. 1970, 329.
6. d) Johnson, P. L.; Reed, K. I. G.; Paul, I. C. J. Chem. Soc. (B) 1971, 946.
7. e) Beer, R. J. S.; Cartwright, D.; Gait, R. J.; Harris, D. J. Chem. Soc (C) 1971, 963.
8. f) Dingwall, J. G.; Dunn, A. R.; Reid, D. H.; Wade, K. O. J. Chem. Soc., Perkin Trans, 1 1981, 1360.
9. g) Abazid, M.; Bertrand, H. O.; Christen, M. O.; Burgot, J. L. J. Chem. Soc., Chem. Commun. 1994, 131.
10. 4. Lakshmikantham, M. V.; Cava, M. P. J. Org. Chem. 1981, 46, 3246.
11. 5. Bryce, M. R.; Chalton, M. A.; Batsanov, A. S.; Lehmann, C. W.; Howard, J. A. K. J. Chem. Soc., Perkin Trans. 2 1996, 2367.
12. 6. Chesney, A.; Bryce, M. R.; Chalton, M. A.; Batsanov, A. S.; Howard, J. A. K.; Fabre, J. M.; Binet, L. J. Org. Chem. 1996, 61, 2877.
13. 7. Gowenlock, G. B.; Orrell, K. G.; Sik, V.; Vasapallo, G.; Lakshmikantham, M. V.; Cava, M. P. Polyhedron 1994, 13, 675.
14. 8. Jackson, Y. A.; Parakka, J. P.; Lakshmikantham, M. V.; Cava, M. P. J. Org. Chem. 1997, 62, 2616.
15. 9. Hansen, T. K.; Becher, J. Adv. Mater. 1993, 5, 288.
16. 10. Sato, M.; Gonnella, N. C.; Cava, M. P. J. Org. Chem. 1979, 44, 930.
17. 11. Sallé, M.; Belysamine, A.; Gorgues, A.; Jubault M.; Soyer, N. Tetrahedron Lett. 1991, 32, 2897.
18. 12. Chalton, M. A. Ph.D. Thesis, University of Durham, 1996.
19. 13. Moore, A. J.; Bryce, M. R. Tetrahedron Lett. 1992, 33, 1373.
20. 14. Moore, A. J.; Bryce, M. R. J. Chem. Soc., Perkin Trans. I 1991, 3157.
21. 15. a) Fourmigué, M.; Johannsen, I.; Boubekeur, K.; Nelson, C.; Batail, P. J. Amer. Chem. Soc. 1993, 115, 3752.
22. b) van Veggel, F. C. J. M.; Harkema, S. Acta Crystallogr. Sect. C 1992, 48, 393.
23. 16. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc., Perkin Trans. 21987, 51.
24. 17. Nakatsu, K.; Yoshie, N.; Yoshioka, H.; Nogami, T.; Shirota, Y.; Shimizu, Y.; Uemiya, T.; Yasuda, N. Mol. Cryst. Liq. Cryst. 1990, 182A, 59.
25. 18. Komarova, E. N.; Yufit, D. S.; Struchkov, Yu. T.; Drozd, V. N. Zh. Org. Khim. 1990, 26, 1437.
26. 19. Desiraju, G. R.; Harlow, R. L. J. Amer. Chem. Soc. 1989, 111, 6757 and references therein.
27. 20. Koenig, K. E.; Weber, W. P. Tetrahedron Lett. 1974, 2275.
28. 21. Bryce, M. R.; Chesney, A.; Lay, A. K.; Batsanov, A. S.; Howard, J. A. K. J. Chem. Soc., Perkin Trans. 1 1996, 2451.
29. 22. The appearance of 2 ester peaks of equal intensities is due to the presence of equimolar amounts of s-cis and s-trans isomers; no attempt was made to separate the compounds or assign the peaks.