TY - JOUR
T1 - The First Ring-Expanded NHC-Copper(I) Phosphides as Catalysts in the Highly Selective Hydrophosphination of Isocyanates
AU - Horsley Downie, Thomas
AU - Hall, Jonathan
AU - Collier Finn, Thomas
AU - Liptrot, David
AU - Lowe, John
AU - Mahon, Mary
AU - McMullin, Claire
AU - Whittlesey, Michael
PY - 2020/11/11
Y1 - 2020/11/11
N2 - A range of N-heterocyclic carbene-supported copper diphenylphosphides (NHC = IPr, 6-Dipp, SIMes and 6-Mes) were synthesised. These include the first reports of ring-expanded NHC-copper(i) phosphides. The compounds were characterised by NMR spectroscopy and X-ray crystallography. Reaction of (6-Dipp)CuPPh2 with isocyanates, isothiocyanates and carbon disulfide results in the insertion of the heterocumulene into the Cu-P bond. The NHC-copper phosphides were found to be the most selective catalysts yet reported for the hydrophosphination of isocyanates. They provide access to a broad range of phosphinocarboxamides in excellent conversion and good yield.
AB - A range of N-heterocyclic carbene-supported copper diphenylphosphides (NHC = IPr, 6-Dipp, SIMes and 6-Mes) were synthesised. These include the first reports of ring-expanded NHC-copper(i) phosphides. The compounds were characterised by NMR spectroscopy and X-ray crystallography. Reaction of (6-Dipp)CuPPh2 with isocyanates, isothiocyanates and carbon disulfide results in the insertion of the heterocumulene into the Cu-P bond. The NHC-copper phosphides were found to be the most selective catalysts yet reported for the hydrophosphination of isocyanates. They provide access to a broad range of phosphinocarboxamides in excellent conversion and good yield.
UR - http://www.scopus.com/inward/record.url?scp=85095461144&partnerID=8YFLogxK
U2 - 10.1039/D0CC05694D
DO - 10.1039/D0CC05694D
M3 - Article
C2 - 33030162
VL - 56
SP - 13359
EP - 13362
JO - Chemical communications (Cambridge, England)
JF - Chemical communications (Cambridge, England)
SN - 1359-7345
IS - 87
ER -