The first synthesis of a cyclic carbonate from a ketal in SC-CO2

Journal of Supercritical Fluids

Volumn 25, Issue 2, 2003, Pages 177-182

  Aresta, Michele ^a   Dibenedetto, Angela ^a   Dileo, Caterina ^a   Tommasi, Immacolata ^a   Amodio, Eliana ^a  

^a UNIVERSITY OF BARI   (Italy)

Author keywords

Cyclic ketal; Cyclic organic carbonates; SC CO2 reagent; SC CO2 solvent

Indexed keywords

ACETAL; CARBON DIOXIDE; CARBONIC ACID; CARBONIC ACID DERIVATIVE; CYCLOHEXANONE; ETHYLENE CARBONATE; ETHYLENE GLYCOL; HALOGEN; KETONE DERIVATIVE; METAL COMPLEX; METHANOL; ORGANIC SOLVENT; TRANSITION ELEMENT; UNCLASSIFIED DRUG;

ARTICLE; CARBON DIOXIDE TENSION; CATALYST; FLUORINATION; SUPERCRITICAL FLUID; SYNTHESIS;

EID: 0037368105     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0896-8446(02)00095-5     Document Type: Article

References (32)

1. M. Aresta, E. Quaranta, Carbon dioxide, a potential substitute of Phosgene, Chem. Tech. 27 (1997) 32.
2. U. Romano, F. Vimercate, S. Rivetti, N. Di Muzio, US Patent 4,318,862, 1982 (ENIChem).
3. U. Romano, EP Patent 365,083, 1989 (ENIChem).
4. N. Di Muzio, C. Fusi, S. Rivetti, G. Sasselli, EP Patent 460,732, 1991 (ENIChem).
5. G. Paret, G. Donati, M. Ghirardini, EP Patent 460,735, 1991 (ENIChem).
6. D. Dreni, S. Rivetti, D. Delledonne, US Patent 5,322,958, 1994 (ENIChem)
7. S. Rivetti, U. Romano, G. Garone, M. Ghirardini, EP Patent 634,390, 1995 (ENIChem).
8. K. Nishihira, K. Mizutare, S. Tanaka, EP Patent 425,197, 1991 (Ube Ind. Ltd.).
9. T. Matsuzaki, T. Shimamura, S. Fujitsu, Y. Toriyahara, US Patent 5,292,916, 1994 (Ube Ind. Ltd.).
10. K. Nishihira, S. Tanaka, K. Kodama, T. Kaneko, T. Kawashita, Y. Nishida, T. Matsuzaki, K. Abe, US Patent 5,380,906, 1995 (Ube Ind. Ltd.).
11. S. Yoshida, S. Tanaka, EP Patent 655,433, 1995 (Ube Ind. Ltd.).
12. 5 as catalyst in the fixation of carbon dioxide into epoxides to afford organic carbonates with retention of stereochemistry, 221st ACS National Meeting, San Diego, CA, 1-5 April 2001, Organic Division, Abstract no. 220.
13. 2 conversion and utilisation, 809 (2002) 54.
14. M. Aresta, A. Dibenedetto, I. Tommasi, Direct synthesis of organic carbonates by oxidative carboxylation of olefins catalysed by metal oxides: developing green chemistry based on carbon dioxide, Appl. Organometal. Chem. 14 (2000) 799.
15. M. Aresta, A. Dibenedetto, Carbon Dioxide as Building Block for the Synthesis of Organic Carbonates: Behavior of Homogeneous and Heterogeneous Catalysts in the Oxidative Carboxylation of Olefins, J. Mol. Catal. A (2002), in press.
16. D. Ballivet-Tkatchenko, O. Douteau, S. Stutzmann, Reactivity of carbon dioxide with n-butyl(phenoxy), (alkoxy)-, and (oxo)stannanes: insight into dimethyl carbonate synthesis, Organometallics 19 (2000) 45.
17. N.S. Isaacs, B. O'Sullivan, High pressure routes to dimethyl carbonate from supercritical carbon dioxide, Tetrahedron 55 (1999) 11949.
18. T. Sakakura, J.-C. Choi, Y. Saito, T. Sako, Synthesis of dimethyl carbonate from carbon dioxide: catalysis and mechanism, Polyhedron 19 (2000) 573.
19. D.D. Perrin, W.L.F. Armarego, D.R. Perrin, Purification of Laboratory Chemicals, Pergamon Press, Oxford, England, 1986.
20. M. Aresta, A. Dibenedetto, C. Dileo, V.L. Rusinov, V.N. Charushin, O. Burova, M. Federova, manuscript submitted.
21. M. Aresta, C.F. Nobile, D. Petruzzelli, Iron(0) oxidation by hydrogen chloride in tetrahydrofuran: a simple way to anhydrous iron(II) chloride, Inorg. Chem. 16 (1977) 1817.
22. See Vincenzo Nicastri Thesis, Department of Chemistry, University of Bari, Bari, Italy, 2000.
23. G. Brunner, Gas Extraction, Springer, Berlin, 1994.
24. 2, Proceedings of the 6th meeting on Supercritical fluids Chemistry and Materials, 1999, p. 325.
25. W. Leitner, F. Loeker, Supercritical carbon dioxide as an innovative reaction medium for selective oxidation, Proceedings of the 6th meeting on Supercritical fluids Chemistry and Materials, 1999, p. 233.
26. E. Reverchon, Supercritical antisolvent precipitation of micro and nano-particles, J. Supercrit. Fluids 15 (1999) 1.
27. M. Sellin, I. Bach, D.J. Cole-Hamilton, Hydroformilation of alkene in supercritical carbon dioxide catalysed by rhodium trialkylphosphine complexes, Proceedings of the 6th meeting on Supercritical fluids Chemistry and Materials, 1999, p. 41.
28. 2, Proceedings of the 6th meeting on Supercritical fluids Chemistry and Materials, 1999, p. 305.
29. P.G. Jessop, W. Leitner, Chemical Synthesis Using Supercritical Fluids, VCH, Wiley, 1999.
30. M. Aresta, A. Caroppo, A. Dibenedetto, Developing innovative synthetic methodologies based on carbon dioxide. Life Cycle Assessment (E-LCA) as a tool for the evaluation of the enviro-economic and energetic performance of new technologies: methanol and dimethylcarbonate as probe cases, 221th ACS National Meeting, San Diego, 2001, abstract no. 61.
31. M. Aresta, A. Dibenedetto, E. Quaranta, Reaction of aromatic diamines with diphenylcarbonate catalyzed by phosphorous acids: a new clean synthetic route to mono- and di-carbamates, Tetrahedron 54 (1998) 14145.
32. M. Aresta, A. Dibenedetto, E. Quaranta, Selective carbomethoxylation of aromatic diamines with mixed acid diesters in the presence of phosphorous acids, Green Chemistry 1 (1999) 237.