Formation of a hydride containing amido-zincate using pinacolborane

Abstract

Amido-zincates containing hydrides are underexplored yet potentially useful complexes. Attempts to access this type of zincate through combining amido-organo zincates and pinacolborane (HBPin) via a Zn-C / H-B exchange led...

An “On‐Demand”, Selective Dehydrogenative Borylation or Hydroboration of Terminal Alkynes Using Zn2+‐based Catalyst

“…Thus, we believe that 1 , when reacted with HBPin, decomposes leading to ZnH 2 and an unidentified mixture of cationic borenium‐type species ( [L ⋅ BPin] + ) (Scheme 4b). A similar reactivity of organozinc species with hydoboranes was reported recently [14] . These [L ⋅ BPin] + species, rather than 1 , are the actual catalyst in the hydroboration reaction of terminal alkynes, and do not catalyze the dehydrogenative borylation reaction at all (Scheme 4b).…”

“…A similar reactivity of organozinc species with hydoboranes was reported recently. [14] These [L • BPin] + species, rather than 1, are the actual catalyst in the hydroboration reaction of terminal alkynes, and do not catalyze the dehydrogenative borylation Table 3. Hydroboration of terminal alkynes promoted by 1.…”

Main Group Catalyzed Arene Borylation: Challenges and Opportunities

“…The complementarity is indicated by the stoichiometric NaTMP/B(O i Pr) 3 system being able to borylate the highly deactivated (in term of nucleophilicity) arene PhCF 3 . However, there are still significant challenges to overcome to combine metalation with a subsequent step (e.g., metathesis with a borane) 41 that would regenerate the strong base and close the cycle.…”