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Hydroboration of Alkenes and Alkynes Employing Earth‐Abundant Metal Catalysts
Author(s) -
Singh Arpita,
ShafieiHaghighi Sara,
Smith Cecilia R.,
Unruh Daniel K.,
Findlater Michael
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900615
Subject(s) - hydroboration , chemistry , acenaphthene , alkyl , regioselectivity , catalysis , organic chemistry , selectivity , toluene , medicinal chemistry , pyrene
Iron complexes [BIAN]Fe(I)(η 6 ‐toluene) ( M1 ) and [BIAN]FeCl 2 ( M2 ) (BIAN=bis(2,6‐diisopropylaniline)acenaphthene) were found to be viable catalysts for the regioselective hydroboration of alkynes and alkenes. The hydroboration of alkynes and alkenes in the presence of HBpin and an activator at 70 °C afforded linear vinyl and alkyl boronic esters, respectively. Selectivity up to 98% was observed for alkyl boronic esters and exclusive formation of trans product was observed for vinyl boronic esters.