A new type of chiral porphyrin: Organopalladium porphyrins with chiral chelating diphosphine ligands

Journal of Organometallic Chemistry

Volumn 691, Issue 10, 2006, Pages 2162-2170

  Hodgson, Margaret J ^a   Borovkov, Victor V ^b   Inoue, Yoshihisa ^b   Arnold, Dennis P ^a  

^a QUEENSLAND UNIVERSITY OF TECHNOLOGY   (Australia)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

Chiral diphosphine; Chiral porphyrin; Circular dichroism; Organopalladium porphyrin

Indexed keywords

CHELATION; COMPLEXATION; EXCITONS; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PALLADIUM COMPOUNDS;

CHIRAL DIPHOSPHINE; CHIRAL PORPHYRIN; CIRCULAR DICHROISM; ORGANOPALLADIUM PORPHYRIN;

PORPHYRINS;

EID: 33748691366     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2005.10.014     Document Type: Article

References (43)

1. In: Kadish K.M., Smith K.M., and Guilard R. (Eds). The Porphyrin Handbook vol. 1-10 (2000), Academic Press, San Diego
2. Ogoshi H., and Mizutani T. Accounts Chem. Res. 31 (1998) 81
3. Marchon J.-C., and Ramasseul R. In: Kadish K.M., Smith K.M., and Guilard R. (Eds). The Porphyrin Handbook vol. 11 (2003), Elsevier Science, San Diego 75
4. Claeys-Bruno M., Bardet M., and Marchon J.-C. Magn. Reson. Chem. 40 (2002) 647
5. Simonato J.-P., Pécaut J., and Marchon J.-C. Inorg. Chim. Acta 315 (2001) 240
6. Simonato J.-P., Chappellet S., Pécaut J., Baret P., and Marchon J.-C. New J. Chem. 25 (2001) 714
7. Wang C.Z., Zhu Z.A., Li Y., Chen Y.T., Wen X., Miao F.M., Chan W.L., and Chan A.S.C. New J. Chem. 25 (2001) 801
8. Schwenninger R., Schlögl J., Maynollo J., Gruber K., Ochsenheim P., Bürgi H.-B., Konrat R., and Kräutler B. Chem. Eur. J. 7 (2001) 2676
9. Le Maux P., Lukas M., and Simonneaux G. J. Mol. Catal. A 206 (2003) 95
10. Che C.-M., Huang J.-S., Lee F.-W., Li Y., Lai T.-S., Kwong H.-L., Teng P.-F., Lee W.-S., Lo W.-C., Peng S.-M., and Zhou Z.-Y. J. Am. Chem. Soc. 123 (2001) 4119
11. Reginato G., Di Bari L., Salvadori P., and Guilard R. Eur. J. Inorg. Chem. (2000) 1165
12. Borovkov V.V., Hembury G.A., and Inoue Y. Accounts Chem. Res. 37 (2004) 449
13. Huang X., Rickman B.H., Borhan B., Berova N., and Nakanishi K. J. Am. Chem. Soc. 120 (1998) 6185
14. Sugasaki A., Sugiyasu K., Ikeda M., Takeuchi M., and Shinkai S. J. Am. Chem. Soc. 123 (2001) 10239
15. Tsukube H., Tameshige N., Shinoda S., Unno S., and Tamiaki H. Chem. Commun. (2002) 2574
16. Mizuno Y., and Aida T. Chem. Commun. (2003) 20
17. Sugasaki A., Ikeda M., Takeuchi M., Robertson A., and Shinkai S. J . Chem. Soc., Perkin Trans. 1 (1999) 3259
18. Kubo Y., Ohno T., Yamanaka J.-i., Tokita S., Iida T., and Ishimaru Y. J. Am. Chem. Soc. 123 (2001) 12700
19. For some examples combining palladium and chiral diphosphines in catalysis, see:. Bruyere D., Monteiro N., Bouyssi D., and Balme G. J. Organomet. Chem. 687 (2003) 466
20. Dounay A.B., Hatanaka K., Kodanko J.J., Oestreich M., Overman L.E., Pfeifer L.A., and Weiss M.M. J. Am. Chem. Soc. 125 (2003) 6261
21. Larksarp C., Sellier O., and Alper H. J. Org. Chem. 66 (2001) 3502
22. Hamed O., and Henry P.M. Organometallics 17 (1998) 5184
23. Brunner H., and Kramler K. Synthesis (1991) 1121
24. Brothers P.J. Adv. Organomet. Chem. 46 (2001) 223 and references therein
25. Arnold D.P., Sakata Y., Sugiura K.-i., and Worthington E.I. Chem. Commun. (1998) 2331
26. Arnold D.P., Healy P.C., Hodgson M.J., and Williams M.L. J. Organomet. Chem. 607 (2000) 41
27. Hodgson M.J., Healy P.C., Williams M.L., and Arnold D.P. J. Chem. Soc., Dalton Trans. (2002) 4497
28. Hartnell R.D., Edwards A.J., and Arnold D.P. J. Porphyr. Phthalocya. 6 (2002) 695
29. Hartnell R.D., and Arnold D.P. Eur. J. Inorg. Chem. (2004) 1262
30. Hartnell R.D., and Arnold D.P. Organometallics 23 (2004) 391
31. Kato A., Hartnell R.D., Yamashita M., Miyasaka H., Sugiura K.-i., and Arnold D.P. J. Porphyr. Phthalocya. 8 (2004) 1222
32. F. Atefi, O.B. Locos, D.P. Arnold, unpublished results.
33. Chen Y., Gao G.-Y., and Zhang X.P. Tetrahedron Lett. 46 (2005) 4965
34. McDonagh A.M., Cifuentes M., Humphrey M.G., Houbrechts S., Maes J., Persoons A., Samoc M., and Luther-Davies B. J. Organomet. Chem. 610 (2000) 71
35. McKeage M.J., Papathanasiou P., Salem G., Sjaarda A., Swiegers G.F., Waring P., and Wild S.B. Metal-Based Drugs 5 (1998) 217
36. Bader A., Nullmeyers T., Pabel M., Salem G., Willis A.C., and Wild S.B. Inorg. Chem. 34 (1995) 393
37. Konishi K., Sugino T., Aida T., and Inoue S. J. Am. Chem. Soc. 113 (1991) 6487
38. Konishi K., Miyazaki K., Aida T., and Inoue S. J. Am. Chem. Soc. 112 (1990) 5639
39. Mizutani T., Ema T., Yoshida T., Kuroda Y., and Ogoshi H. Inorg. Chem. 32 (1993) 2072
40. Liu D., Williamson D.A., Kennedy M.L., Williams T.D., Morton M.M., and Benson D.R. J. Am. Chem. Soc. 121 (1999) 11798
41. Hsu M.-C., and Woody R.W. J. Am. Chem. Soc. 93 (1971) 3515
42. Harada N., and Nakanishi K. Circular dichroic spectroscopy. Exciton Coupling in Organic Stereochemistry (1983), University Science Books, Mill Valley, CA
43. Arnold D.P., Bott R.C., Eldridge H., Elms F., Smith G., and Zojaji M. Aust. J. Chem. 50 (1997) 495