Solid-state conformation of the 1,3,2-oxazaphospholane ring in 2-dialkylamino-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholane sulfides

Heteroatom Chemistry

Volumn 12, Issue 3, 2001, Pages 146-150

  Kruszynski, Rafal ^a   Bartczak, Tadeusz J ^a   Majewski, Piotr ^a  

^a UNIVERSITY OF LODZ   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CHLORINE COMPOUNDS; CRYSTAL STRUCTURE; CRYSTALLINE MATERIALS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY;

DIALKYLAMINODIMETHYL PHENYL OXAZAPHOSPHOLANE SULFIDE; X RAY CRYSTAL STRUCTURE ANALYSIS;

CONFORMATIONS;

EID: 0035036092     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/hc.1023     Document Type: Article

References (44)

1. Schwalbe, C. H.; Chopra, G.; Freeman, S.; Brown, J. M.; Carey, J. V. J Chem Soc Perkin Trans 2 1991, 2081-2090, and references cited therein.
2. (a) Vierling, P.; Riess, J. G. Grand A. Inorg Chem 1986, 25, 4144-4152;
3. (b) Jeanneaux, F.; Grand, A.; Riess, J. G. J Am Chem Soc 1981, 103, 4272-4273;
4. (c) Batsanov, A. S.; Struchkov, Yu. T.; Pudovik, M. A.; Kibardina, L. K.; Pudovik, A. N. Kristallografiya 1982, 27, 262-266;
5. (d) Grec, D.; Hubert-Pfalzgraf, L. G.; Grand, A.; Reiss, J. G. Inorg Chem 1985, 24, 4642-4646;
6. (e) Bonningue, C.; Houalla, D.; Wolf, R.; Jaud, J. J Chem Soc Perkin Trans 2 1983, 773-776;
7. (f) Chandrasekhar, V.; Krishnamurthy, S. S.; Manohar, H.; Murthy, A. R. V.; Shaw, R. A.; Woods, M.; J Chem Soc Dalton Trans 1984, 621-625; Cates, L. A.; Ven-Shun, Li; Powell, D. R.; Helm, D. J Med Chem 1984, 27, 397-401;
8. (f) Chandrasekhar, V.; Krishnamurthy, S. S.; Manohar, H.; Murthy, A. R. V.; Shaw, R. A.; Woods, M.; J Chem Soc Dalton Trans 1984, 621-625; Cates, L. A.; Ven-Shun, Li; Powell, D. R.; Helm, D. J Med Chem 1984, 27, 397-401;
9. (g) Hoeve, W.; Dhathathreyan, K. S.; Grampel, J. C.; Bolhuis, F. Phosphorus Sulfur 1986, 26, 293-298;
10. (h) Roesky, H. W.; Pogatzki, V. W.; Dhathathreyan, K. S.; Thiel, A.; Schmidt, H. G.; Dyrbusch, M.; Noltemeyer, M.; Sheldrick, G. M. Chem Ber 1986, 119, 2687-2697;
11. (i) Aken, D.; Merkelbach, I. I.; Koster, A. S.; Buck, H. M. Chem Commun 1980, 1045-1046;
12. (j) Arduengo III, A. J.; Stewart, C. A.; Davidson, F.; Dixon, D. A.; Becker, J. Y.; Culley, S. A.; Mizen, M. B. J Am Chem Soc 1987, 109, 627-647;
13. (k) Gamble, M. P.; Smith, A. R. C.; Wills, M. J Org Chem 1998, 63, 6068-6071;
14. Clardy, J. C.; Milbrath, D. S.; Springer, J. P.; Verkade, J. G. J Am Chem Soc 1976, 98, 623-624;
15. Krebs, R.; Schmutzler, R.; Schomburg, D. Polyhedron 1989, 8, 731-738;
16. (n) Katagiri, N.; Yamamoto, M.; Iwaoka, T.; Kaneko, C. Chem Commun 1991, 1429-1430;
17. (o) Nifant'ev, E. E.; Shishin, A. V.; Teleshev, A. T.; Bekker, A. R.; Nevskii, N. N.; Baturin, N. N. Zh Obshch Khim 1991, 61, 2481-2493;
18. (p) Smits, J. M. M.; Beurskens, P. T.; Thijs, L.; Loon, A. A. W. M.; Zwanenburg, B. J Crystallogr Spectrosc Res 1988, 18, 625-632;
19. (q) Robinson, P. D.; Hua, D. H.; Roche, D. Acta Cryst 1992, C48, 923-925;
20. (r) Chandrasekaran, A.; Krishnamurthy, S. S.; Nethaji, M. J Chem Soc Dalton Trans 1994, 63-68;
21. (s) Gazaliev, A. M.; Nurkenov, O. A.; Kasenov, R. Z.; Turdybekov, K. M.; Struchkov, Yu. T. Zh Obshch Khim 1992, 62, 1522-1530;
22. (t) Peper, V.; Stingl, K.; Thumler, H.; Saak, W.; Haase, D.; Pohl, S.; Juge, S.; Martens, J. Liebigs Ann Chem 1995, 2123-2131; Antipin, M. Yu.; Struchkov, Yu. T.; Tikhonina, N. A.; Gilyarov, V. A.; Kabachnik, M. I. Zh Strukt Khim 1981, 22, 93-98;
23. (t) Peper, V.; Stingl, K.; Thumler, H.; Saak, W.; Haase, D.; Pohl, S.; Juge, S.; Martens, J. Liebigs Ann Chem 1995, 2123-2131; Antipin, M. Yu.; Struchkov, Yu. T.; Tikhonina, N. A.; Gilyarov, V. A.; Kabachnik, M. I. Zh Strukt Khim 1981, 22, 93-98;
24. (u) Duthu, B.; El Abed, K.; Houalla, D.; Wolf, R.; Jaud, J. Can J Chem 1992, 70, 809-816;
25. Sournies, F.; Zai, K.; Vercruysse, K.; Labarre, M. C.; Labarre, J. F. J Mol Struct 1997, 412, 19-26;
26. (w) Hersh, W. H.; Xu, R; Simpson, C. K.; Wood, T.; Rheingold, A. L. Inorg Chem 1998, 37, 384-385;
27. Welch, S. C.; Levine, J. A.; Bernal, I.; Cetrullo, J. J Org Chem 1990, 55, 5991-5995;
28. (y) Pastor, S. D.; Rodebaugh, R. K.; Odorisio, P. A.; Pugin, B.; Rihs, G.; Togni, A. Helv Chim Acta 1991, 74, 1175-1193;
29. (z) Nifant'ev, E. E.; Shishin, A. V.; Teleshev, A. T.; Bekker, A. R.; Antipin, M. Yu.; Struchkov, Yu. T. Zh Obshch Khim 1990, 60, 2072-2080;
30. (aa) Huang, Yande; Sopchik, A. E.; Arif, A. M.; Atta, M.; Wesley, G.; Bentrude, W. G. Heteroat Chem 1993, 4, 271-278;
31. (bb) Baltas, M.; Chahoua, L.; Gorrichon, L.; Tisnes, P.; Houalla, D.; Wolf, R.; Jaud, J. Can J Chem 1991, 69, 300-310;
32. Pastor, S. D.; Hyun, J. L.; Odorisio, P. A.; Rodebaugh, R. K. J Am Chem Soc 1988, 110, 6547-6555;
33. (dd) Floriani, C.; Jacoby, D.; Chiesi-Villa, A.; Guastini, C. Angew Chem Int Ed Engl 1989, 28, 1376-1377;
34. (ee) Brunel, J. M.; Buono, G.; Baldy, A.; Feneau-Dupont, J.; Declercq, J. P. Acta Cryst 1994, C50, 954-955; Houalla, D.; Bounja, Z.; Skouta, S.; Wolf, R.; Jaud, J. Heteroat Chem 1994, 5, 175-191;
35. (ee) Brunel, J. M.; Buono, G.; Baldy, A.; Feneau-Dupont, J.; Declercq, J. P. Acta Cryst 1994, C50, 954-955; Houalla, D.; Bounja, Z.; Skouta, S.; Wolf, R.; Jaud, J. Heteroat Chem 1994, 5, 175-191;
36. (ff) Setzer, W. N.; Flair, M. N.; Yang, H. Heteroat Chem 1994, 5, 359-368; Nakazawa, H.; Yamaguchi, Y; Mizuta, T.; Miyoshi, K. Organometallics 1995, 14, 4173-4182.
37. (ff) Setzer, W. N.; Flair, M. N.; Yang, H. Heteroat Chem 1994, 5, 359-368; Nakazawa, H.; Yamaguchi, Y; Mizuta, T.; Miyoshi, K. Organometallics 1995, 14, 4173-4182.
38. Bartczak, T. J.; Galdecki, Z.; Antipin, M. Y.; Struchkov, Yu. T. Phosphorus Sulphur 1984, 19, 11-16 and references cited therein.
39. Sum, V.; Baird, C. A.; Kee, T. P.; Thornton-Pett, M. J Chem Soc Perkin Trans 1 1994, 3183-3200 and references cited therein.
40. Bernard, D.; Burgada, R. Phosphorus 1974, 3, 187-193.
41. Sheldrick, G. M. SHELXS-97, Program for the Solution of Crystal Structures. University of Göttingen, Germany, 1997.
42. Sheldrick, G. M. SHELXL-97, Program for the Solution and Refinement of Crystal Structures. University of Göttingen, Germany, 1997.
43. Sheldrick, G. M. Release 4.1 of SHELXTL PC™ for Siemens Crystallographic Systems. Siemens Analytical X-Ray Instruments Inc., May 1990.
44. Full crystallographic details have been deposited at Crystallographic Data Centre, University Chemical Laboratory, Lensfield Road, Cambridge CB1 1EW, United Kingdom and allocated the deposition numbers CCDC 145596, CCDC 145597, and CCDC 145598 for structures 4-1, 4-2, and 4-3, respectively.