Diphenylglycoluril as a novel ligand architecture for dirhodium(II) carboxamidates

Inorganica Chimica Acta

Volumn 361, Issue 11, 2008, Pages 3309-3314

  Nichols, Jason M ^a   Liu, Yu ^a   Zavalij, Peter ^a   Isaacs, Lyle ^a   Doyle, Michael P ^a  

^a Bldg 142   (United States)

Author keywords

Catalysis; Cyclopropanation; Dirhodium; Dirhodium carboxamidate; Glycoluril

Indexed keywords

CATALYSIS; CHELATION; LIGANDS;

CYCLOPROPANATION; CYCLOPROPANATION REACTION; DIRHODIUM; GLYCOLURIL; LIGAND EXCHANGE REACTIONS; LIGAND SUBSTITUTION; PADDLEWHEEL COMPLEX; SUBSTITUTION PATTERNS;

RHODIUM COMPOUNDS;

EID: 46649092699     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2007.12.001     Document Type: Article

References (34)

1. Wang Z.-G., Zhou B.-H., Chen Y.-F., Yin G.-D., Li Y.-T., Wu A.-X., and Isaacs L. J. Org. Chem. 71 (2006) 4502
2. Moon K., Chen W.-Z., Ren T., and Kaifer A.E. Crystallogr. Eng. 5 (2003) 451
3. Wu A., Fettinger J.C., and Isaacs L. Tetrahedron 58 (2002) 9769
4. Johnson D.W., Palmer L.C., Hof F., Iovine P.M., and Rebek Jr. J. Chem. Commun. (2002) 2228
5. Kim K., Selvapalam N., Ko Young H., Park Kyeng M., Kim D., and Kim J. Chem. Soc. Rev. 36 (2007) 267
6. Lagona J., Mukhopadhyay P., Chakrabarti S., and Isaacs L. Angew. Chem. Int. Ed. 44 (2005) 4844
7. Rowan A.E., Elemans J.A.A.W., and Nolte R.J.M. Acc. Chem. Res. 32 (1999) 995
8. Rebek Jr. J. Acc. Chem. Res. 32 (1999) 278
9. Conn M.M., and Rebek Jr. J. Chem. Rev. 97 (1997) 1647
10. Sprakel V.S.I., Feiters M.C., Meyer-Klaucke W., Klopstra M., Brinksma J., Feringa B.L., Karlin K.D., and Nolte R.J.M. J. Chem. Soc., Dalton Trans. (2005) 3522
11. Lutzen A., Starnes S.D., Rudkevich D.M., and Rebek Jr. J. Tetrahedron Lett. 41 (2000) 3777
12. Coolen H.K.A.C., van Leeuwen P.W.N.M., and Nolte R.J.M. J. Org. Chem. 61 (1996) 4739
13. Doyle M.P., McKervey M.A., and Ye T. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides (1998) 652
14. Doyle M.P., and Ren T. The Influence of Ligands on Dirhodium(II) on Reactivity and Selectivity in Metal Carbene Reactions. In: Karlin K. (Ed). Progress in Inorganic Chemistry vol. 49 (2001), Wiley, New York 113
15. Timmons D.J., and Doyle M.P. Chiral dirhodium(II) catalysts and their applications. In: Cotton F.A., Murillo C.A., and Walton R.A. (Eds). Multiple Bonds Between Metal Atoms. third ed. (2005), Springer, New York 591
16. Doyle M.P., Zhou Q.-L., Raab C.E., Roos G.H.P., Simonsen S.H., and Lynch V. Inorg. Chem. 35 (1996) 6064
17. Doyle M.P., Zhou Q.-L., Charnsangavej C., Longoria M.A., McKervey M.A., and Garcia C.F. Tetrahedron Lett. 37 (1996) 4129
18. Still W.C., Kahn M., and Mitra A. J. Org. Chem. 43 (1978) 2923
19. Pangborn A.B., Giardello M.A., Grubbs R.H., Rosen R.K., and Timmers F.J. Organometallics 15 (1996) 1518
20. Compound 2 was sparingly soluble in this solvent system at room temperature. At reflux, the ligand became soluble.
21. Sheldrick G.M. Acta Crystallogr. A 46 (1990) 467
22. Bruker, smart and saint. Bruker AXS Inc., Madison, Wisconsin, USA, 1999.
23. G.M. Sheldrick, shelxl-97, University of Göttingen, Germany, 1999.
24. G.M. Sheldrick, sadabs, University of Göttingen, Germany, 1996.
25. Doyle M.P., Dyatkin A.B., Roos G.H.P., Canas F., Pierson D.A., van Basten A., Mueller P., and Polleux P. J. Am. Chem. Soc. 116 (1994) 4507
26. Doyle M.P., Morgan J.P., and Colyer J.T. J. Organomet. Chem. 690 (2005) 5525
27. Chifotides H.T., and Dunbar K.R. Rhodium compounds. In: Cotton F.A., Murillo C.A., and Walton R.A. (Eds). Multiple Bonds Between Metal Atoms. third ed. (2005), Springer, New York 465
28. Welch C.J., Tu Q., Wang T., Raab C., Wang P., Jia X., Bu X., Bykowski D., Hohenstaufen B., and Doyle M.P. Adv. Synth. Catal. 348 (2006) 821
29. Lifsey R.S., Lin X.Q., Chavan M.Y., Ahsan M.Q., Kadish K.M., and Bear J.L. Inorg. Chem. 26 (1987) 830
30. Doyle M.P., Raab C.E., Roos G.H.P., Lynch V., and Simonsen S.H. Inorg. Chim. Acta 266 (1997) 13
31. Davies H.M.L., and Rusiniak L. Tetrahedron Lett. 39 (1998) 8811
32. Doyle M.P., Morgan J.P., Fettinger J.C., Zavalij P.Y., Colyer J.T., Timmons D.J., and Carducci M.D. J. Org. Chem. 70 (2005) 5291
33. Doyle M.P., Brandes B.D., Kazala A.P., Pieters R.J., Jarstfer M.B., Watkins L.M., and Eagle C.T. Tetrahedron Lett. 31 (1990) 6613
34. Doyle M.P., Dorow R.L., Buhro W.E., Griffin J.H., Tamblyn W.H., and Trudell M.L. Organometallics 3 (1984) 44