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

G A Horley, M F Mahon, M Mazhar, K C Molloy, P W Haycock, C P Myers

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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.
Original languageEnglish
Pages (from-to)4416-4421
Number of pages6
JournalJournal of the Chemical Society: Dalton Transactions
Issue number23
DOIs
Publication statusPublished - 2002

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Antimony
Ligands
Dimers
Metals
3,4-dihydro-(2H)-pyran
acetylacetone

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title = "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",
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.",
author = "Horley, {G A} and Mahon, {M F} and M Mazhar and Molloy, {K C} and Haycock, {P W} and Myers, {C P}",
note = "ID number: ISI:000179551300017",
year = "2002",
doi = "10.1039/b208110e",
language = "English",
pages = "4416--4421",
journal = "Journal of the Chemical Society: Dalton Transactions",
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publisher = "Royal Society of Chemistry",
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T1 - 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

AU - Horley, G A

AU - Mahon, M F

AU - Mazhar, M

AU - Molloy, K C

AU - Haycock, P W

AU - Myers, C P

N1 - ID number: ISI:000179551300017

PY - 2002

Y1 - 2002

N2 - 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.

AB - 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.

U2 - 10.1039/b208110e

DO - 10.1039/b208110e

M3 - Article

SP - 4416

EP - 4421

JO - Journal of the Chemical Society: Dalton Transactions

JF - Journal of the Chemical Society: Dalton Transactions

SN - 1472-7773

IS - 23

ER -