@article{oai:nagoya.repo.nii.ac.jp:02001675,
 author = {Shibuya, Masatoshi and Matsuda, Miki and Yamamoto, Yoshihiko},
 issue = {34},
 journal = {Chemistry – A European Journal},
 month = {Jun},
 note = {We report the novel single-step 1,2-dicarbofunctionalization of an arylacetylene with an allylsilane and tris(pentafluorophenyl)borane [B(C6F5)3] involving C−C bond formation with C−H bond scission at the β-position to the silicon atom of an allylsilane and B→C migration of a C6F5 group. The 1,2-carbopentafluorophenylation occurs smoothly without the requirement for a catalyst or heating. Mechanistic studies suggest that the metallomimetic “pull-push” reactivity of B(C6F5)3 imparts consecutive electrophilic and nucleophilic characteristics to the benzylic carbon of the arylacetylene. Subsequent photochemical 6π-electrocyclization affords tetrafluoronaphthalenes, which are important in the pharmaceutical and materials sciences. Owing to the unique reactivity of B(C6F5)3, the 1,2-carbopentafluorophenylation using 2-substituted furan proceeded with ring opening, and the reaction using silyl enolates formed a C−C bond with C−O bond scission at the silyloxy-substituted carbon.},
 pages = {8822--8831},
 title = {1,2‐Carbopentafluorophenylation of Alkynes: The Metallomimetic Pull‐Push Reactivity of Tris(pentafluorophenyl)borane},
 volume = {27},
 year = {2021}
}