Permercurated arenes. III* Syntheses of periodoarenes and perchloroarenes by Iodo- and Chloro-demercuration of some permercurated arenes

Australian Journal of Chemistry

Volumn 30, Issue 8, 1977, Pages 1701-1713

  Deacon, Glen B ^a   Farquharson, Graenze J ^a  

^a MONASH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000655760     PISSN: 00049425     EISSN: 14450038     Source Type: Journal    
DOI: 10.1071/CH9771701     Document Type: Article

References (50)

1. Deacon, G. B., and Farquharson, G. J., J. Organornet. Chenz., 1974, 67, C1.
2. Deacon, G. B., and Farquharson, G. J., Aust. J. Chem., 1976, 29, 627.
3. Deacon, G. B., and Farquharson, G. J., Aust. J. Chem., 1977, 30, 293.
4. Makarova, L. G., Ovganomet. React., 1970, 1, 119.
5. Yagupol’skii, L. M., Popov, V. I., and Kondratenko, N. V., J. Org. Chem. USSR, 1976, 923.
6. Makarova, L. G., and Nesmeyanov, A. N., ‘The Organic Compounds of Mercury’ p 254 (North Holland: Amsterdam 1967).
7. Müller, E., (Ed.) ‘Methoden der Organischen Chemie’ (Houben-Weyl) Vol. 13 (2b), pp. 123-9 (G. Thieme: Stuttgart 1974).
8. Bertino, R. J., Coller, B. A. W., Deacon, G. B., and Johnson, I. K., J. Fluorine Chem., 1975, 5, 335.
9. Cookson, P. G., and Deacon, G. B., Aust. J. Chem., 1971, 24, 1599.
10. Jensen, F. R., and Rickborn, B., ‘Electrophilic Substitution of Organomercurials’ (a) Ch. 4; (b) Ch. 3 (McGraw-Hill: New York 1968).
11. Beletskaya, I. P., Savinykh, L. V., and Reutov, O. A., J. Organornet. Chem., 1971, 26, 13.
12. Beletskaya, I. P., Savinykh, L. V., Gulyachkina, V. N., and Reutov, O. A., J. Organomet. Chern., 1971, 26, 23.
13. Bunnett, J. F., Acc. Chern. Res., 1972, 5, 139.
14. McDonald, R. D., personal communication.
15. Clark, J., Maynard, R., and Wakefield, B. J., J. Chem. Soc., Perkin Trans. 2, 1976, 73.
16. Deacon, G. B., Farquharson, G. J., and Miller, J. M., Aust. J. Chem., 1977, 30, 1013.
17. Ritchie, C. D., and Sager, W. F., Prog. Phys Org. Chem., 1964, 2, 323.
18. Deacon, G. B., and Felder, P. W., Aust. J. Chem., 1967, 20, 1587.
19. Delorme, P., Denisselle, F., and Lorenzelli, V., J. Chim. Phys. Phys-Chim. Biol., 1967, 64, 591.
20. Bellamy, L. J., ‘Infrared Spectra of Complex Molecules’ 2nd Edn (a) p. 332; (b) pp. 330-1; (c) pp. 64-7, 75-9; (d) pp. 328-30; (e) pp. 125-6; (f) pp. 161-74 (Methuen: London 1958).
21. Deacon, G. B., and Farquharson, G. J., unpublished data.
22. Suschitzky, H., (Ed.) ‘Polychloroaromatic Compounds’ (a) Ch. 1; (b) Ch. 4; (c) Ch. 3 (Plenum Press: London 1974).
23. Durand, J. F., and Mancet, M., Bull. Soc. Chim. Fr., 1935, 2, 665.
24. Rupp, E., Ber. Dtsch. Chem. Ges., 1896, 29, 1625.
25. Arotsky, J., Butler, R., and Darby, A. C., J. Chem. Soc. C, 1970, 1480.
26. Smith, L. I., Org. React., 1942, 1, 370.
27. Suzuki, H., and Goto, R., Bull. Chem. Soc. Jpn, 1963, 36, 389.
28. Twiss, D., and Farinholt, L. H., J. Am. Chem. Soc., 1936, 58, 1561.
29. Willgerodt, C., and Arnold, E., Ber. Dtsch. Chem. Ges., 1901, 34, 3343.
30. Wheeler, H. L., Am. Chem. J., 1911, 44, 493.
31. Br. Pat. 881,510 (1961) (Chem. Abstr., 1963,59, P9909e).
32. Austrian Pat. 213,556 (1961) (Chem. Absfr., 1961, 55, P14388h).
33. Le Fave, G. M., J. Am. Chem. Soc., 1949, 71, 4148.
34. Harvey, P. G., Smith, F., Stacey, M., and Tatlow, J. C., J. Appl. Chem., 1954, 4, 325.
35. Riemschneider, R., Chem Ber., 1958, 91, 2605.
36. Ishida, M., Jpn Pat. 7028,367 (1970) (Chem. Abstr., 1971, 74, 3397y).
37. Thomas, V., C. R. Acad. Sci., 1898, 127, 184.
38. Qvist, W., and Salo, A., Acta Acad. Abo., 1934, 8, 30 (Chem. Abstr., 1935, 29, 68844).
39. Lojewski, E. A., US. Pat. 3,026,358 (1962) (Chem. Abstr., 1962, 57, P7170g).
40. Zagorskaya, L. G., Burmistrov, S. I., and Yashkova, S. A., J. Gen. Chem. USSR., 1962, 32, 2573.
41. Bolton, R., and Sandall, J. P. B., J. Chem. Soc., Perkin Trans. 2, 1976, 1541.
42. Berry, D. J., Collins, I., Roberts, S. M., Suschitzky, H., and Wakefield, B. J., J. Chem. Soc. C, 1969, 1285.
43. Heaney, H., and Jablonski, J. M., J. Chem. Soc. C, 1968, 1895.
44. Pearson, D. E., and Cowan, D., Org. Synth., 1973, Coll. Vol. V, p. 890.
45. Ballester, M., Molinent, C., and Castaner, J., J. Am. Chem. Soc., 1960, 82, 4254.
46. Green, J. H. S., and Harrison, D. J., Spectrochirn. Acta, Part A, 1970, 26, 1925.
47. Green, J. H. S., and Lauwers, H. A., Spectrochim. Acta, Part A, 1971, 27, 817.
48. Sadtler Standard Spectra Collection, Midget edition, № 24813.
49. ‘Dictionary of Organic Compounds’ (a) p. 1588; (b) p. 2617; (c) p. 2618; (d) p. 2545 (Eyre & Spottiswoode: London 1965).
50. Vorozhtsov, N. N., Yakobson, G. G., and Krizhechkovskaya, N. I., Zh. Obshch. Khim., 1961, 31, 1674.