Antimony beta-diketonates and alkoxide/beta-diketonates: remarkable formation of a 3,4-dihydro-2H-pyran ring by coupling of 1,1,1,5,5,5-hexafluoro-2,4-pentanedione ligands

Reference:

Horley, G. A., Mahon, M. F., Mazhar, M., Molloy, K. C., Haycock, P. W. and Myers, C. P., 2002. Antimony beta-diketonates and alkoxide/beta-diketonates: remarkable formation of a 3,4-dihydro-2H-pyran ring by coupling of 1,1,1,5,5,5-hexafluoro-2,4-pentanedione ligands. Journal of the Chemical Society: Dalton Transactions

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Abstract

Homoleptic antimony(III) beta-diketonates Sb(thd), (Hthd = 2,2,6,6-tetramethyl-3,5-heptanedione) and Sb(fod), (Hfod = 2,2-dimethyl-6,6,7,7,8,8,8-heptafluoro-3,5-heptanedioneI have been synthesised from Sb(OEt)(3) and three equivalents of the appropriate ligand. Both compounds have been characterised crystallographically and are monomeric with pseudo seven-coordination at antimony, where each ligand chelates the metal in an anisobidentate manner. Attempts to prepare Sb(hfac), (Hhfac = 1,1,1,5,5,5-hexafluoro-2,4-pentanedione) by the same route generated a compound of formula [(EtO)Sb(hfac)(2)](2) but in which the two beta-diketonate ligands have combined to produce a functionalised 3,4-dihydro-2H-pyran ring; the dimer arises from a bridging ethoxy group. Heteroleptic (EtO)Sb(thd)(2) has also been synthesised and crystallographically characterised as a monomeric structure in which the ethoxy group is terminal. In addition, Sb(OEt)(2)(fod) and Sb(OEt)(4)(thd) have been prepared for comparison.

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