Bis(pentafluorophenyl)borane Induced Tandem Hydroboration‐Carboboration of Cyclooctatetraene. Issue 6 (1st February 2023)

• Record Type: Journal Article
• Authors: Müller, Tizian; Hasenbeck, Max; Becker, Jonathan; Gellrich, Urs
• Is Part Of: Zeitschrift für anorganische und allgemeine Chemie. Volume 649:Issue 6/7(2023)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2023-02-01
• Subjects: Hydroboration -- Carboboration -- Rearrangement -- Density functional calculations -- Lewis acid; Chemistry, Inorganic -- Periodicals; Chemistry -- Periodicals; 540
• DOI: 10.1002/zaac.202200381
• Languages: English
• ISSNs: 0044-2313

Abstract

Abstract: We report here the formation of the bridged boracycle 1 upon reaction of cyclooctatetraene with bis(pentafluorophenyl)borane. Computations indicate that the reaction commences with a hydroboration and that the high Lewis acidity of the bis(pentafluorophenyl)borane then induces a rearrangement with cleavage of a carbon–carbon bond via a nonclassical zwitterion and a final 1, 1‐carboboration. An intermediate of the reaction was captured as tri‐ tert ‐butylphosphine adduct. Abstract :