Preparation and Coordination Properties Including Catalytic Activities of a Bulky 2-Methyl-3-thioxo-1,3-diphosphapropene

Organic Letters

Volumn 6, Issue 3, 2004, Pages 425-427

  Liang, Hongze ^a   Ito, Shigekazu ^a   Yoshifuji, Masaaki ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYL 3 THIOXO 1,3 DIPHOSPHAPROPENE; ALCOHOL; ALKENE DERIVATIVE; ANILINE DERIVATIVE; LIGAND; METAL; PALLADIUM COMPLEX; PROPYLENE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL BOND; COMPLEX FORMATION; CROSS COUPLING REACTION;

EID: 1342306653     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036330g     Document Type: Article

References (26)

1. (a) Regitz, M.; Scherer, O. J. Multiple Bonds and Low Coordination in Phosphorus Chemistry; Georg Thieme Verlag: Stuttgart, 1990.
2. (b) Dillon, K. B.; Mathey, F.; Nixon, J. F. Phosphorus: The Carbon Copy; Wiley: Chichester, 1998.
3. (a) Yoshifuji, M. J. Chem. Soc., Dalton Trans. 1999, 3343.
4. (b) Yoshifuji, M. J. Organomet. Chem. 2000, 611, 210.
5. (a) Ito, S.; Yoshifuji, M. Chem. Commun. 2001, 1208.
6. (b) Liang, H.; Nishide, K.; Ito, S.; Yoshifuji, M. Tetrahedron Lett. 2003, 44, 8297.
7. Nishide, K.; Ito, S.; Yoshifuji, M. J. Organomet. Chem. 2003, 682, 79.
8. Reviews: Weber. L. Angew. Chem., Int. Ed. 2002, 41, 563. (b) Mathey, F. Angew. Chem., Int. Ed. 2003, 42, 1578.
9. Reviews: Weber. L. Angew. Chem., Int. Ed. 2002, 41, 563. (b) Mathey, F. Angew. Chem., Int. Ed. 2003, 42, 1578.
10. Catalysts containing phosphaethenes: (a) Ionkin, A.; Marshall, W. Chem. Commun. 2003, 710. (b) Daugulis, O.; Brookhart, M.; White, P. S. Organometallics 2002, 21, 5935. (c) Doux, M.; Mézailles, N.; Melaimi, M. ; Ricard, L.; Le Floch, P. Chem. Commun. 2002, 1566. (d) Breit, B.; Winde, R.; Mackewitz, T.; Paciello, P.; Harms, K. Chem. Eur. J. 2001, 7, 3106. (e) Keim, W.; Appel, R.; Gruppe, S.; Knoch, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 1012.
11. Catalysts containing phosphaethenes: (a) Ionkin, A.; Marshall, W. Chem. Commun. 2003, 710. (b) Daugulis, O.; Brookhart, M.; White, P. S. Organometallics 2002, 21, 5935. (c) Doux, M.; Mézailles, N.; Melaimi, M. ; Ricard, L.; Le Floch, P. Chem. Commun. 2002, 1566. (d) Breit, B.; Winde, R.; Mackewitz, T.; Paciello, P.; Harms, K. Chem. Eur. J. 2001, 7, 3106. (e) Keim, W.; Appel, R.; Gruppe, S.; Knoch, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 1012.
12. Catalysts containing phosphaethenes: (a) Ionkin, A.; Marshall, W. Chem. Commun. 2003, 710. (b) Daugulis, O.; Brookhart, M.; White, P. S. Organometallics 2002, 21, 5935. (c) Doux, M.; Mézailles, N.; Melaimi, M. ; Ricard, L.; Le Floch, P. Chem. Commun. 2002, 1566. (d) Breit, B.; Winde, R.; Mackewitz, T.; Paciello, P.; Harms, K. Chem. Eur. J. 2001, 7, 3106. (e) Keim, W.; Appel, R.; Gruppe, S.; Knoch, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 1012.
13. Catalysts containing phosphaethenes: (a) Ionkin, A.; Marshall, W. Chem. Commun. 2003, 710. (b) Daugulis, O.; Brookhart, M.; White, P. S. Organometallics 2002, 21, 5935. (c) Doux, M.; Mézailles, N.; Melaimi, M. ; Ricard, L.; Le Floch, P. Chem. Commun. 2002, 1566. (d) Breit, B.; Winde, R.; Mackewitz, T.; Paciello, P.; Harms, K. Chem. Eur. J. 2001, 7, 3106. (e) Keim, W.; Appel, R.; Gruppe, S.; Knoch, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 1012.
14. Catalysts containing phosphaethenes: (a) Ionkin, A.; Marshall, W. Chem. Commun. 2003, 710. (b) Daugulis, O.; Brookhart, M.; White, P. S. Organometallics 2002, 21, 5935. (c) Doux, M.; Mézailles, N.; Melaimi, M. ; Ricard, L.; Le Floch, P. Chem. Commun. 2002, 1566. (d) Breit, B.; Winde, R.; Mackewitz, T.; Paciello, P.; Harms, K. Chem. Eur. J. 2001, 7, 3106. (e) Keim, W.; Appel, R.; Gruppe, S.; Knoch, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 1012.
15. (a) Ozawa, F.; Okamoto, H.; Kawagishi, S.; Yamamoto, S.; Minami, T.; Yoshifuji, M. J. Am. Chem. Soc. 2002, 124, 10968.
16. (b) Minami, T.; Okamoto, H.; Ikeda, S.; Tanaka, R.; Ozawa, F. Yoshifuji, M.; Angew. Chem., Int. Ed. 2001, 40, 4501.
17. (c) Ozawa, F.; Yamamoto, S.; Kawagishi, S.; Hiraoka, M.; Ikeda, S.; Minami, T.; Ito S.; Yoshifuji, M. Chem. Lett. 2001, 972.
18. (d) Ikeda, S.; Ohhata, F.; Miyoshi, M.; Tanaka, R.; Minami, T.; Ozawa, F.; Yoshifuji, M. Angew. Chem., Int. Ed. 2000, 39, 4512.
19. (e) Toyota, K.; Masaki, K.; Abe T.; Yoshifuji, M. Chem. Lett. 1995, 221.
20. (a) Ito, S.; Liang, H.; Yoshifuji, M. Chem. Commun. 2003, 398.
21. (b) Liang, H.; Ito, S.; Yoshifuji, M. Org. Biomol. Chem. 2003, 1, 3054.
22. (a) Tykwinski, P. R. Angew. Chem., Int. Ed. 2003, 42, 1566.
23. (b) Li, C.-J. Angew. Chem., Int. Ed. 2003, 42, 4856.
24. (c) Sonogashira, K. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, 1998.
25. (d) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
26. Complex 9 catalyzed the Suzuki coupling of iodobenzene and phenylboronic acid affording biphenyl almost quantitatively under a similar conditions in eq 2.