Preparation and characterization of symmetrical bis[4-chloro-2-pyrimidyl] dichalcogenide (S, Se, Te) and unsymmetrical 4-chloro-2-(arylchalcogenyl) pyrimidine: X-ray crystal structure of 4-chloro-2-(phenylselanyl) pyrimidine and 2-(p-tolylselanyl)-4-chloropyrimidine

Journal of Organometallic Chemistry

Volumn 696, Issue 4, 2011, Pages 835-840

  Bhasin, K K ^a   Arora, Ekta ^a   Mehta, S K ^a   Klapoetke, T M ^b  

^a PANJAB UNIVERSITY   (India)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

Nucleophilic substitution; Pyrimidine; Selenium; Tellurium

Indexed keywords

ARYL CHLORIDE; CHALCOGENS; ELECTROPHILIC NATURES; NUCLEOPHILIC SUBSTITUTIONS; P-TOLYL; PYRIDYL; PYRIMIDINE; REPRESENTATIVE CASE; SELECTIVE SUBSTITUTION; SPECTROSCOPIC TECHNIQUE; X RAY CRYSTAL STRUCTURES;

CHLORINE; CHLORINE COMPOUNDS; CRYSTAL STRUCTURE; MASS SPECTROMETRY; NEGATIVE IONS; SELENIUM; STEEL BEAMS AND GIRDERS; TELLURIUM; TELLURIUM COMPOUNDS; X RAY CRYSTALLOGRAPHY;

AROMATIC COMPOUNDS;

EID: 79551495181     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2010.09.010     Document Type: Article

References (46)

1. A. Krief, and L. Hevesi Organoselenium Chemistry vol. 1 1988 Springer Berlin
2. A. Krief B.M. Trost, Comprehensive Organic Synthesis vol. 3 1991 Pergamon Oxford 85
3. M. Tiecco Organoselenium chemistry: modern developments in organic synthesis T. Wirth, Topics in Current Chemistry vol. 208 2000 Springer Berlin 7
4. T.G. Back, Organoselenium Chemistry - A Practical Approach 2000 New York Oxford
5. T. Wirth Angew. Chem. Int. Ed. 39 2000 3740 3749
6. G. Mugesh, W.-W. du Mont, and H. Sies Chem. Rev. 101 2001 2125 2180
7. C. Shi, L. Yu, F. Yang, J. Yan, and H. Zeng Biochem. Biophys. Res. Commun 309 2003 578 583
8. M. McNaughton, L. Engman, A. Birmingham, G. Powis, and I.A. Cotgreave J. Med. Chem. 47 2004 233 239
9. M.P. Rayman Proc. Nutr. Soc. 64 2005 527 542
10. R. Diezel, S. Goulet, J. Bordeleau, and J. Bernier J. Org. Chem. 58 1993 3619 3621
11. T. Hori, and K.B. Sharpless J. Org. Chem. 44 1979 4208 4210
12. G. Mugesh, A. Panda, H.B. Singh, N.S. Punekar, and R.J. Butcher J. Am. Chem. Soc. 123 2001 839 850
13. E.G. Hope, and W. Levason Coord. Chem. Rev. 122 1993 109 170
14. S. Dey, V.K. Jain, J. Singh, V. Trehan, K.K. Bhasin, and B. Varghese Eur. J. Inorg. Chem. 2003 744 750
15. J.G. Brennan, T. Siegrist, P.J. Carroll, S.M. Struczynski, L.E. Brus, and M.L. Steigerwald J. Am. Chem. Soc. 111 1989 4141 4143
16. M.G. Kanatzidis, and S. Huang Coord. Chem. Rev. 130 1994 509 621
17. M. Koketsu, F. Nada, S. Hiramatsu, and H. Ishihara J. Chem. Soc. Perkin Trans. I 2002 737 740
18. J. Bergman, and L. Engman Synthesis 1980 569 570
19. J.A. Gladysz, J.L. Hornby, and J.E. Garbe J. Org. Chem. 43 1978 1204 1208
20. M.L. Bird, and F. Challenger J. Chem. Soc. 1942 570 574
21. L. Brandsma, and H.E. Wijers Recl. Trav. Chim. Pays Bas 82 1963 68 74
22. Y. Zheng, W. Bao, and Y. Zhang Synth. Commun. 27 1997 79 83
23. T. Nishino, M. Okada, T. Kuroki, T. Watanbe, Y. Nishiyama, and N. Sonoda J. Org. Chem. 67 2002 8696 8698
24. R.E. Chen, and W.K. Su J. Indian Chem. Soc. 82 2005 958 959
25. B.C. Ranu, and T. Mandal J. Org. Chem. 69 2004 5793 5795
26. C. Millois, and P. Diaz Org. Lett. 2 2000 1705 1708
27. N. Taniguchi, and T. Onami J. Org. Chem. 69 2004 915 920
28. N. Taniguchi, and T. Onami Synlett 68 2003 829 832
29. D. Jerchel, H. Fischer, and K. Thomas Chem. Ber. 89 1956 2921 2933
30. O. Sugimoto, M. Sudo, and K.I. Tanji Tetrahedron Lett. 40 1999 2139 2140
31. K.K. Bhasin, and J. Singh J. Organomet. Chem. 658 2002 71 76
32. M. Amir, S.A. Javed, and H. Kumar Indian J. Pharm. Sci. 69 2007 337 343
33. H. Kimura, T. Katoh, T. Kajimoto, M. Node, M. Hisaki, Y. Sugimoto, T. Majima, Y. Uehara, and T. Yamori Anticancer Res. 26 2006 91 96
34. R.F. Schinazi, J. Arbiser, J.J.S. Lee, T.I. Kalman, and W.H. Prusoffi J. Med. Chem. 29 1986 1293 1295
35. N.M. Goudgaon, and R.F. Schinazi J. Med. Chem. 34 1991 3305 3309
36. N.M. Goudgaon, A. McMillan, and R.F. Schinazi Antivir. Chem. Chemother. 3 1992 263 266
37. S. Choi, T.I. Kalman, and T.J. Bardos J. Med. Chem. 22 1979 618 621
38. G.M. Kosolapoff, and C.H. Roy J. Org. Chem. 26 1961 1895 1898
39. H.M. Leicester Organic Synthesis vol. 2 1943 John Wiley and Sons New York
40. D. Crich, and Q. Yao Encyclopedia of Reagents for Organic Synthesis 2004 John Wiley and Sons New York
41. K.K. Bhasin, V. Gupta, S.K. Gupta, K. Sanan, and R.P. Sharma Indian J. Chem. 33A 1994 1110 1112
42. G.M. Sheldrick SHELXS-97, Program for the solution and refinement of crystal structure 1997 University of Gottingen Gottingen, Germany
43. K.K. Bhasin, E. Arora, K. Kaur, S. Kang, M. Gobel, T.M. Klapoetke, and S.K. Mehta Tetrahedron 65 2009 247 252
44. K.K. Bhasin, N. Singh, R. Kumar, D.G. Deepali, S.K. Mehta, T.M. Klapoetke, and M.J. Crawford J. Organomet. Chem. 689 2004 3327 3334
45. L.J. Bellamy The Infra-Red Spectra of Complex Molecules 1975 Chapman and Hall London p. 1
46. L.J. Bellamy The Infra-Red Spectra of Complex Molecules: Advances in Infrared Group Frequencies 1980 Chapman and Hall New York p. 2