Synthesis of New Terpyridines under Solventless Conditions Using Alumina

Abstract

The preparation of terpyridine ligands under solventless conditions is presented. A new procedure using alumina as the base is described. This new procedure was applied to the preparation of new terpyridines.

Key words

aldol reactions - ligands - Michael additions - pyridines - solventless

References

• 1 Lehn JM. Supramolecular Chemistry, Concepts and Perspectives   VCH; Weinheim: 1995. 
• 2 Chelucci G. Thummel RP. Chem. Rev.  2002,  102:  3129 
• 3a Islam A. Sugihara H. Arakawa H. J. Photochem. Photobiol., A  2003,  158:  131 
• 3b Grätzel M. Prog. Photovolt. Res. Appl.  2000,  8:  171 
• 4 Clarke MJ. Coord. Chem. Rev.  2003,  236:  209 
• 5a Heller M. Schubert US. Eur. J. Org. Chem.  2003,  947 
• 5b Fallahpour RA. Synthesis  2003,  155 
• 6 Kröhnke F. Synthesis  1976,  1 
• 7a Cave GWV. Raston CL. J. Chem. Soc., Perkin Trans. 1  2001,  3258 
• 7b Cave GWV. Raston CL. Chem. Commun.  2001,  2159 
• 7c Cave GWV. Raston CL. Chem. Commun.  2000,  2199 
• 8 Hjelm J. Constable EC. Figgemeier E. Hagfeldt A. Handel R. Housecroft CE. Mukhtar E. Schofield E. Chem. Commun.  2002,  284 
• 9 Aspley CJ. Williams JAG. New J. Chem.  2001,  25:  1136 
• 10 Husson J. Beley M. Kirsch G. Tetrahedron Lett.  2003,  44:  1767 
• 11 The Merck Index   9th ed.:  Merck; Rahway: 1976.  p.554 
• 12 Garcia-Raso A. Garcia-Raso J. Campaner B. Mestres R. Sinisterra JV. Synthesis  1982,  1037 
• 13 Jeanmart S. Synlett  2002,  1739 ; and references cited therein
• 14 Varma RS. Kabalka GW. Evans LT. Pagni RM. Synth. Commun.  1985,  15:  279 
• 15 Ranu BC. Bhar S. Tetrahedron  1992,  48:  1327 
• 16 Raboin JC. Kirsch G. Beley M. J. Heterocycl. Chem.  2000,  37:  1077 
• 17 Migianu E. Prim D. Kirsch G. Synlett  2000,  459 
• 18 Schofield E. PhD Thesis   University of Basel; Switzerland: 1999.  p.77