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- W2951783977 abstract "Abstract Comparative studies were carried out on boron trifluoride etherate, phenylboron difluoride and meta-nitrophenylboron difluoride for the Lewis acid catalysed Diels-Alder reaction of cyclopentadiene and a range of standard dienophiles in tetrahydrofuran solution. Phenylboron difluoride showed remarkably similar reactivity in terms of yield and endo to exo selectivity to boron trifluoride, whereas meta-nitrophenylboron difluoride was more reactive than either boron trifluoride or phenylboron difluoride and showed more marked differences in endo: exo ratios. These results contrast to some extent with gas-phase semi-empirical calculations (PM3), which suggest that boron trifluoride and meta-nitrophenylboron difluoride should have similar reactivity; phenylboron difluoride being less reactive. However, since arylboron difluorides are easily prepared, these Lewis acids represent a group of potentially highly tuneable catalysts for Diels-Alder reactions." @default.
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- W2951783977 date "1999-07-01" @default.
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- W2951783977 title "Application of arylboron difluoride Lewis acid catalysts to the Diels-Alder reaction: Convenient, non-volatile alternatives to boron trifluoride" @default.
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- W2951783977 doi "https://doi.org/10.1016/s0040-4020(99)00472-x" @default.
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