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Lithium‐Aluminate‐Catalyzed Hydrophosphination Applications
Author(s) -
Pollard Victoria A.,
Young Allan,
McLellan Ross,
Kennedy Alan R.,
Tuttle Tell,
Mulvey Robert E.
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201906807
Subject(s) - protonolysis , catalysis , chemistry , diphenylphosphine , deprotonation , aluminate , lithium (medication) , alkyne , transition metal , stoichiometry , organic chemistry , materials science , phosphine , medicine , ion , cement , metallurgy , endocrinology
Synthesized, isolated, and characterized by X‐ray crystallography and NMR spectroscopic studies, lithium phosphidoaluminate iBu 3 AlPPh 2 Li(THF) 3 has been tested as a catalyst for hydrophosphination of alkynes, alkenes, and carbodiimides. Based on the collective evidence of stoichiometric reactions, NMR monitoring studies, kinetic analysis, and DFT calculations, a mechanism involving deprotonation, alkyne insertion, and protonolysis is proposed for the [iBu 3 AlHLi] 2 aluminate catalyzed hydrophosphination of alkynes with diphenylphosphine. This study enhances further the development of transition‐metal‐free, atom‐economical homogeneous catalysis using common sustainable main‐group metals.