Cover Image

Development of synthetic methodologies in Ionic Liquids

Pedavenkata Narayana Reddy, Pannala Padmaja


This review outlines the development of few important synthetic transformations using ionic liquids as green solvents. The first part describes the Bi(OTf)3-[bmim]PF6 catalyzed formation of fused pyrano-and furanobenzopyrans. The second part discusses the Bi(OTf)3-[bmim]PF6 catalyzed synthesis of cis-aziridine carboxylates in [bmim]PF6. The third part describes the Rh2(OAc)4-catalyzed synthesis of cyclopropane carboxylates in [bmim]PF6. Finally the fourth part deals with a-halogenation of b-dicarbonyl compound and cyclic ketones with N-halosuccinimide in [bmim]PF6. The recovered ionic liquid containing catalyst was reused. The recovery of catalyst is facilitated by hydrophobic nature of [bmim]PF6.



Ionic Liquids; Green Solvents; Pyrano and Furanobenzopyrans; Aziriine carboxylates; Cyclopropane carboxylates; Halogenation

Full Text:



T. Welton. Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis. Chem. Rev. 1999, 99, 2071–2084.

P. Wasserscheid, W. Keim. Ionic Liquids-New Solutions for Transition Metal Catalysis. Angew. Chem. 2000, 39, 3772–3789.

R. Sheldon. Catalytic reactions in ionic liquids. Chem. Commun. 2001, 23, 2399–2407.

M. Gordon. New developments in catalysis using ionic liquids. Appl. Catal. A. 2001, 222, 101-117.

A. P. Murthy. Electrochemical reductive cleavage of carbon-halogen bonds-application of Marcus theory in the analysis of nonlinear activation-driving force relationships. Intern. Archives Sci. Technol. 2006, 6, 10-15.

B. S. Chhikara, A. K. Mishra, V. Tandon. Synthesis of Bifunctional Chelating Agents to label monoclonal antibodies for radioimmunodiagnosis of cancer. Intern. Archives Sci. Technol. 2006, 6, 5-9.

J. Hepworth. Comprehensive Heterocyclic Chemistry, ed. by A. R. Katrizky and C. W. Rees, Pergamon, Oxford 1984, Vol. 3, p 737.

E. E. Schweizer, O. Meeder-Nycz, in Chromenes, Chromanes, Chromones, G. P. Ellis, Wiley Interscience, New York 1977, p 11.

S. Repichet, A. Zwich, L. Vendier, C. Le Roux, and J. Dubac. A practical, cheap and environmentally friendly preparation of bismuth(III) trifluoromethanesulfonate. Tetrahedron Lett. 2002, 43, 993–995.

J. S. Yadav, B. V. S. Reddy, P. Narayana Reddy. Bi(OTf)3-[bmim]PF6: A novel and Recyclable Catalytic System for the Diasteroselective Synthesis of Cis-fused Pyrano and Furanobenzopyrans. Chemistry Letters 2004, 33, 1436-1437.

D. Tanner. Chiral Aziridines-Their Synthesis and Use in Stereoselective Transformations. Angew. Chem., Int. Ed. Engl. 1994, 33, 599¬–619.

W. McCoull, F. A. Davis. Recent Synthetic Applications of Chiral Aziridines. Synthesis 2000, 10, 1347–1365.

J.S. Yadav, B. V. S. Reddy, P. N. Reddy, M. Shesha Rao. Bi(OTf)3-[bmimm]PF6: A novel and Reusable Catalytic System for the Synthesis of cis-Aziridine Carboxylates. Synthesis 2003, 9, 1387–1390.

M. P. Doyle, D. C. Forbes. Recent Advances in Asymmetric Catalytic Metal Carbene Transformations. Chem. Rev. 1998, 98, 911–933.

M. P. Doyle, M. A. McKervey, T. Ye. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides, Wiley, New York, 1998.

M. P. Doyle, M. N. Protopopova. New aspects of catalytic asymmetric cyclopropanation Tetrahedron 1998, 54, 7919–7946.

J. S. Yadav, B. V. S. Reddy, P. Narayana Reddy. Rhodium Acetate Dimer Immobilized in 1-Butyl-3-methylimidazolium Hexafluorophosphate Ionic Liquid:a Novel and Recyclable Catalytic System for the Cyclopropanation of Alkenes. Adv. Synth. Catal. 2004, 346, 53–56.

R. C. Larock. Comprehensive Organic transformations, 2nd ed.; Wiley-VCH: New York, 1999, p 715.

H. M. Meshram, P. N. Reddy, P. Vishnu, K. Sadashiv and J. S. Yadav. A green approach for efficient ï¡-halogenation of ï¢-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids. Tetrahedron Letters 2006, 47, 991–995.

ISSN 2347 – 8853

Indexed in: