Phosphate cleavage by organoiodinane oxyanion analogues of o-iodosobenzoate: Experimental and computational studies

Journal of Physical Organic Chemistry

Volumn 10, Issue 1, 1997, Pages 27-32

  Moss, Robert A ^a   Bose, Susmita ^a   Krogh Jespersen, Karsten ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011604177     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199701)10:1<27::AID-POC853>3.0.CO;2-D     Document Type: Article

References (32)

1. (a) R. A. Moss, K. W. Alwis and G. O. Bizzigotti, J. Am. Chem. Soc. 105, 681 (1983)
2. (b) R. A. Moss, K. W. Alwis and J.-S. Shin, J. Am. Chem. Soc. 106, 2651 (1984)
3. (c) R. A. Moss, A. T. Kotchevar, B. D. Park and P. Scrimin, Langmuir 12, 2200 (1996).
4. A. R. Katritzky, B. L. Duell, H. D. Durst and B. L. Knier, J. Org. Chem. 53, 3972 (1988).
5. (a) Y.-C. Yang, J. A. Baker and J. R. Ward, Chem. Rev. 92, 1729 (1992)
6. (b) Y.-C. Yang, Chem. Ind. (London) 334 (1995)
7. (c) G. Pearson, Chem. Br. 782 (1995).
8. P. S. Hammond, J. S. Forster, C. N. Lieske and H. D. Durst, J. Am. Chem. Soc. 111, 7860 (1989).
9. R. A. Moss, H. Zhang, S. Chatterjee and K. Krogh-Jespersen, Tetrahedron Lett. 34, 1729 (1993).
10. R. A. Moss, K. Bracken and T. J. Emge, J. Org. Chem. 60, 7739 (1995).
11. R. A. Moss, S. Chatterjee and B. Wilk, J. Org. Chem. 51, 4303 (1986).
12. R. A. Moss, B. Wilk, K. Krogh-Jespersen, J. T. Blair and J. D. Westbrook, J. Am. Chem. Soc. 111, 250 (1989).
13. R. A. Moss, B. Wilk, K. Krogh-Jespersen and J. D. Westbrook, J. Am. Chem. Soc. 111, 6729 (1989).
14. T. M. Balthazor, J. A. Miles and B. R. Stults, J. Org. Chem. 43, 4538 (1978).
15. G. F. Koser, G. Sun, C. W. Porter and W. J. Youngs, J. Org. Chem. 58, 7310 (1993).
16. H. J. Lucas and E. R. Kennedy, Org. Synth. Coll. Vol. 3, 482-484 (1955); A. I. Vogel, Quantitative Inorganic Analysis, pp. 343-359. Wiley, New York (1961).
17. H. J. Lucas and E. R. Kennedy, Org. Synth. Coll. Vol. 3, 482-484 (1955); A. I. Vogel, Quantitative Inorganic Analysis, pp. 343-359. Wiley, New York (1961).
18. W. M. Gulick, Jr, and D. H. Geske, J. Am. Chem. Soc. 88, 2928 (1966).
19. J. H. Fendler and E. J. Fendler, Catalysis in Micellar and Macromolecular Systems, Chapt. 5, pp. 104ff. Wiley, New York (1975).
20. L. Pauling, The Nature of the Chemical Bond, 3rd ed. pp. 221ff. Cornell University Press, Ithaca, NY (1960).
21. G. F. Koser, in The Chemistry of Functional Groups, Supplement D, edited by S. Patai and Z. Rappaport, pp. 721ff. Wiley, Chichester (1983).
22. A. Varvoglis, The Organic Chemistry of Polycoordinated Iodine, pp. 168ff. VCH, New York (1992).
23. E. Shefter and W. Wolf, J. Pharm. Sci. 54, 104 (1965).
24. A. R. Katritzky, G. P. Savage, G. J. Palenik, K. Qian, Z. Zhang and H. D. Durst, J. Chem. Soc., Perkin Trans. 2, 1657 (1990).
25. M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. J. P. Stewart, M. Head-Gordon, C. Gonzalez and J. A. Pople, Gaussian 94, Revision B.I. Gaussian, Pittsburgh, PA (1995).
26. W. R. Wadt and P. J. Hay, J. Chem. Phys. 82, 284 (1985).
27. W. J. Stevens, H. Basch and M. Krauss, J. Chem. Phys. 81, 6026 (1984).
28. J. S. Binkley, J. A. Pople and W. J. Hehre, J. Am. Chem. Soc. 102, 939 (1980).
29. O. T. Clark, J. Chandrasekhar, G. W. Spitznagel and P. v. R. Schleyer, J. Comput. Chem. 4, 294 (1983); T. H. Dunning and P. J. Hay, in Methods of Electronic Structure Theory, edited by H. F. Schaefer, III, pp. 1-27. Plenum Press, New York (1977).
30. O. T. Clark, J. Chandrasekhar, G. W. Spitznagel and P. v. R. Schleyer, J. Comput. Chem. 4, 294 (1983); T. H. Dunning and P. J. Hay, in Methods of Electronic Structure Theory, edited by H. F. Schaefer, III, pp. 1-27. Plenum Press, New York (1977).
31. C. Møller and M. S. Plesset, Phys. Rev. 46, 618 (1934).
32. A. E. Reed, L. A. Curtiss and F. Weinhold, Chem. Rev. 88, 899 (1988).