Self-assembly of hypervalent iodine through primary and secondary bonding

Arkivoc

Volumn 2003, Issue 6, 2003, Pages 170-178

  Kiprof, Paul ^a   Zhdankin, Viktor ^a  

^a UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

Ab initio; Density Functional; Hypervalent; Iodine; Primary Bonding; Secondary Bonding; Self Assembly

Indexed keywords

BENZIODAZOLE; BENZIODOXOLE; IODINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BOND; REACTION ANALYSIS;

EID: 3242695946     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. (a) Varvoglis, A. Hypervalent Iodine in Organic Synthesis, Academic Press, London 1997;
2. (b) Stang, P. J.; Zhdankin, V. V. Chem. Rev. 1996, 96, 1123-1178;
3. (c) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 2002, 102, 2523-2584.
4. Comprehensive Supramolecular Chemistry; Lehn, J.-M., Chair Ed.; Atwood, J. L., Davis, J. E. D., MacNicol, D. D., Vogtle, F., Exec. Eds.; Pergamon: Oxford, UK, 1987-1996; Vols. 1-11.
5. (b) Leininger, S.; Olenyuk, B.; Stang, P. J. Chem. Rev. 2000, 100, 853.
6. (a) Reed, A. E.; Schleyer, P. v. R. J. Am. Chem. Soc. 1990, 112, 1434;
7. (b) Zhdankin, V. V.; Arbit, R. M.; Lynch, B. J; Kiprof, P. Young, V. G. J. Org. Chem. 1998, 63, 6590.
8. (a) Macikenas, D.; Skrzypczak-Jankun, E.; Protasiewicz, J. D. Angew. Chem., Int. Ed. Engl., 2000, 39, 2007;
9. (b) Boucher, M.; Macikenas, D.; Ren. T.; Protasiewicz, J. D. J. Am. Chem. Soc., 1999, 121, 7164;
10. (c) Batchelor, R. J.; Birchall, T.; Sawyer, J. F. Inorg. Chem., 1986, 25, 1415;
11. (d) Boucher, M.; Macikenas, D.; Ren, T.; Protasiewicz, J. D. J. Am. Chem. Soc. 1997, 119, 9366.
12. M. Ochiai, M.; Masaki, Y.; Shiro, M. J. Org. Chem. 1991, 56, 5511-5513.
13. Zhdankin, V. V.; Koposov, A. E.; Smart, J. T.; Tykwinski, R. R; McDonald, R; Morales-Izquierdo, A. J. Amer. Chem. Soc. 2001, 123, 4095-4096.
14. See for example: (a) Shefter, E.; Wolf, W. J. Pharm. Sci. 1965, 54, 104;
15. (b) Gougoutas, J. Z.; Clardy, J.C.J.SolidState Chem. 1972, 4, 226.
16. Kiprof, P. unpublished results.
17. Zhdankin, V. V.; Arbit, R. M.; McSherry, M.; Mismash, B.; Young, V. G. J. Am. Chem. Soc. 1997, 119, 7408.
18. Gaussian 94, Revision E.2, Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Johnson, B.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G.A.; Montgomery, J. A. Jr.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Head-Gordon, M.; Gonzalez, C.; Pople, J.A., Gaussian, Inc., Pittsburgh, PA, 1995.
19. Gaussian 98, Revision A.11, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery Jr., R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, and J.A. Pople, Gaussian, Inc., Pittsburgh, PA, 2001.
20. Bode, B. M.; Gordon, M. S. J. Mol. Graphics, 1999, 16, 133.