Organic Base-Mediated Wittig Reaction of Perfluorohalogenated Benzaldehydes for Designing Halogen Bond-Driven Smart Polymer Materials: Toward Digitalization as Reliable Strategy in Organic Synthesis

The Wittig reaction of perfluorohalobenzaldehydes was systematically studied to investigate perfluorohalostyrenes (TFXS) as functional monomers of halogen bond-driven smart polymer materials. The reaction proceeded efficiently in THF using 1,1,3,3-tetramethylguanidine as the organic base. The number of nitrogen atoms in the organic base played an important role in the production of TFXS. The present approach does not only contribute to the study of halogen bond-based functional molecules but also presents digitalization as a potential strategy in organic synthesis.