1379610-57-7Relevant articles and documents
Erratum: Markovnikov-selective hydroboration of olefins catalyzed by a copper N-heterocyclic carbene complex (Organometallics (2019) 38:17 (3322-3326) DOI: 10.1021/acs.organomet.9b00394)
DiBenedetto, Tarah A.,Parsons, Astrid M.,Jones, William D.
, p. 3768 - 3769 (2020)
It has come to our attention that some of the products listed in Table 2 of the article and in eq 1 have the incorrect stereochemistry. The reactions of alkynes with HBpin give the linear E-olefin products, not the branched products as were shown. 1H NMR spectra clearly show two doublets with a large J (18 Hz) for the trans-hydrogens of the alkene product. A DEPT-135 spectrum also confirms that CH and not CH2 is present. Corrected eq 1, Table 2, TOC graphic are shown. Note that the alkene addition products are correctly assigned as branched, displaying a doublet and a quartet for the methyl and methane groups, respectively. NMR spectra for all products are included in the revised Supporting Information. We thank Prof. Jaesook Yun for pointing out this error, as her group has worked on related copper borylations for many years.
Markovnikov-Selective Hydroboration of Olefins Catalyzed by a Copper N-Heterocyclic Carbene Complex
Dibenedetto, Tarah A.,Parsons, Astrid M.,Jones, William D.
supporting information, p. 3322 - 3326 (2019/09/30)
The efficient and atom-economical hydroboration of alkenes and alkynes using an N-heterocyclic carbene (NHC) copper hydroxide catalyst has been developed. An equimolar combination of substrate and HBpin allows for the selective Markovnikov hydroboration of alkenes and alkynes. A variety of functional groups were tolerated in good to excellent yield. This system features a facile reaction setup, atom economy, high selectivity, and an easily synthesized copper-NHC catalyst.
