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Photocatalytic Hydrophosphination of Alkenes and Alkynes Using Diphenylphosphine and Triamidoamine‐Supported Zirconium
Author(s) -
Novas Bryan T.,
Bange Christine A.,
Waterman Rory
Publication year - 2019
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201801079
Subject(s) - diphenylphosphine , chemistry , phosphine , alkene , catalysis , alkyne , photochemistry , substrate (aquarium) , steric effects , photocatalysis , medicinal chemistry , organic chemistry , oceanography , geology
Reactions of alkene or alkyne with diphenylphosphine and catalytic [κ 5 ‐ N , N , N , N,C ‐(Me 3 SiNCH 2 CH 2 ) 2 NCH 2 CH 2 NSiMe 2 CH 2 ]Zr ( 1 ) are greatly enhanced under photolysis, providing viable catalytic hydrophosphination with a broad substrate scope. Whereas diphenylphosphine had been an inaccessible substrate under thermal conditions, complete conversion of alkene substrates to tertiary phosphine is achieved in as little as four hours at ambient temperature with 1 under ultraviolet irradiation. Previously inactive alkenes are now hydrophosphination substrates with diphenylphosphine to produce tertiary phosphine ligands possessing tunable steric and electronic properties.