Journal
SYNLETT
Volume -, Issue -, Pages -Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-2118-6813
Keywords
perfluorohalo styrenes; halogen bond; functional monomers; digitalization of organic synthesis; Wittig reaction
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The Wittig reaction was used to synthesize 2,3,5,6-tetrafluoro-4-halostyrene (TFXSs) as functional monomers with halogen-bond donor sites. The reaction was efficiently carried out in tetrahydrofuran using 1,1,3,3-tetramethylguanidine as an organic base. Correlation analysis identified three key factors for obtaining TFXSs in reasonable yields. This study contributes to the field of halogen-bond-based functional molecules and explores digitalization as a potential strategy in small-molecule synthesis.
The Wittig reaction of perfluoromonohalobenzaldehydes was systematically studied to synthesize 2,3,5,6-tetrafluoro-4-halostyrene (TFXSs) as functional monomers bearing halogen-bond donor sites. The reaction proceeded efficiently in tetrahydrofuran using 1,1,3,3-tetramethylguanidine as an organic base. Correlation analysis quantitatively identified three key factors required to obtain TFXSs in reasonable yields. The present approach not only contributes to the study of halogen-bond-based functional molecules, but also presents digitalization as a potential strategy in small-molecule synthesis.
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