Pd/CaCO3 in liquid poly(ethylene glycol) (PEG): An easy and efficient recycle system for partial reduction of alkynes to cis-olefins under a hydrogen atmosphere

Tetrahedron Letters

Volumn 45, Issue 11, 2004, Pages 2421-2423

  Chandrasekhar, S ^a   Narsihmulu, Ch ^a   Chandrashekar, G ^a   Shyamsunder, T ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Hydrogenation; Lindlar's catalyst; PEG; Recycling

Indexed keywords

ALKENE DERIVATIVE; ALKYNE DERIVATIVE; CALCIUM CARBONATE; HYDROGEN; MACROGOL; PALLADIUM COMPLEX;

AQUEOUS SOLUTION; ARTICLE; ATMOSPHERE; CATALYST; CIS ISOMER; EVALUATION; POLLUTION; REACTION ANALYSIS; RECYCLING; REDUCTION;

EID: 1242315540     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.097     Document Type: Article

References (33)

1. Seddon K.R. J. Chem. Technol. Biotechnol. 63:1997;351-356.
2. Welton T. Chem. Rev. 99:1999;2071-2083.
3. Wasserscheid P., Keim W. Angew. Chem., Int. Ed. 39:2000;3772-3789.
4. Sheldon R. Chem. Commun. 2001;2399-2407.
5. Baiker A. Chem. Rev. 99:1999;453-473.
6. Jessop P.J., Ikariya T., Noyori R. Chem. Rev. 99:1999;475-493.
7. Darr J.A., Poliakoff M., Noyori R. Chem. Rev. 99:1999;495-541.
8. Messiano A.J., Beckman E.J., Russell A.J. Chem. Rev. 99:1999;623-633.
9. Behles J.A., Desimone J.M. Pure Appl. Chem. 73:2001;1281-1285.
10. Heldeberant D.J., Jessop P.G. J. Am. Chem. Soc. 125:2003;5600-5601.
11. Santaniello E., Manzocchi A., Sozzani P. Tetrahedron Lett. 47:1979;4581-4582.
12. Badone D., Jommi G., Pagliarin R., Tavecchia P. Synthesis. 1987;920-921.
13. Babonneau M., Jacqier R., Lazaro R., Viallefont P. Tetrahedron Lett. 30:1989;2787-2790.
14. Heiss L., Gais H.J. Tetrahedron Lett. 36:1995;3833-3836.
15. Ebert C., Gardossi L., Linda P., Vesnaver R., Bosco M. Green Chem. 3:2001;146.
16. Haimov A., Neumann R. Chem. Commun. 2002;876-877.
17. Greico P.A. Organic Synthesis in Water. 1998;Blackie Academic and Professional, London.
18. Li C.-J., Chan T.-H. Organic Reactions in Aqueous Media. 1997;John Wiley & Sons, New York.
19. Breslow R. Acc. Chem. Res. 24:1991;159-164.
20. Ionic liquids cost 60-400 USD/50 g, as against PEG (400) which costs 23 USD/500 g.
21. Trost B.M. Acc. Chem. Res. 35:2002;695-705.
22. Trost B.M. Science. 254:1991;1471-1477.
23. Trost B.M., Toste F.D., Greenman K. J. Am. Chem. Soc. 125:2003;4518-4526.
24. Trost B.M., Jonasson C. Angew. Chem., Int. Ed. 42:2003;2063-2066.
25. Harris J.M., Zalipsky S. Poly(ethylene glycol): Chemistry and Biological Applications. 1997;ACS Books, Washington, DC.
26. Dickerson T.J., Reed N.N., Janda K.D. Chem. Rev. 102:2002;3325-3344.
27. Ahn J.-M., Wentworth P. Jr., Janda K.D. Chem. Commun. 0:2003;480-481.
28. Chandrasekhar S., Narsihmulu Ch., Sultana S.S., Reddy N.R. Chem. Commun. 2003;1716-1717.
29. Chandrasekhar S., Narsihmulu Ch., Sultana S.S., Reddy N.R. Org. Lett. 4:2002;4399-4401.
30. Lindlar, H. US Patent 1954, 2 681 938.
31. Lindlar H. Helv. Chim. Acta. 35:1952;446-450.
32. Freitag N.P., Robbinson D.B. Fluid Phase Equilib. 31:1986;183-201.
33. Schröder M. Chem. Rev. 80:1980;187-213.