1103534-64-0Relevant academic research and scientific papers
Rhodium-catalyzed dimerization of arylacetylenes and addition of malonates to 1,3-enynes
Mochizuki, Katsufumi,Sakai, Kazunori,Kochi, Takuya,Kakiuchi, Fumitoshi
, p. 2088 - 2092 (2013)
An 8-quinolinolato rhodium catalyst was found to be effective for head-to-tail selective dimerization of arylacetylenes. Formation of substituted cyclopentene and allene derivatives via alkyne dimerization and subsequent addition of malonates was also cat
Rhodium(I)-NHC Complexes Bearing Bidentate Bis-Heteroatomic Acidato Ligands as gem-Selective Catalysts for Alkyne Dimerization
Galiana-Cameo, María,Borraz, Marina,Zelenkova, Yaroslava,Passarelli, Vincenzo,Lahoz, Fernando J.,Pérez-Torrente, Jesús J.,Oro, Luis A.,Di Giuseppe, Andrea,Castarlenas, Ricardo
, p. 9598 - 9608 (2020)
A series of Rh(κ2-BHetA)(η2-coe)(IPr) complexes bearing 1,3-bis-hetereoatomic acidato ligands (BHetA) including carboxylato (O,O), thioacetato (O,S), amidato (O,N), thioamidato (N,S), and amidinato (N,N), have been prepared by reacti
Metal-Ligand Cooperative Proton Transfer as an Efficient Trigger for Rhodium-NHC-Pyridonato Catalyzed gem-Specific Alkyne Dimerization
Galiana-Cameo, María,Urriolabeitia, Asier,Barrenas, Eduardo,Passarelli, Vincenzo,Pérez-Torrente, Jesús J.,Di Giuseppe, Andrea,Polo, Víctor,Castarlenas, Ricardo
, p. 7553 - 7567 (2021)
The mononuclear square-planar Rh{κ2-X,N-(Xpy)}(η2-coe)(IPr) (X = O, NH, NMe, S) complexes have been synthesized from the dinuclear precursor [Rh(μ-Cl)(IPr)( η2-coe)]2 and the corresponding 2-heteroatom-pyridinate salts. The Rh-NHC-pyridinato derivatives a
Synthesis of α-pyrones by catalytic oxidative coupling of terminal alkynes and carbon dioxide
Oliveros-Cruz, Saray,Arévalo, Alma,García, Juventino J.
, p. 18 - 22 (2017/01/10)
The use of the complex [(dippe)Ni(μ-H)]2(1) as a catalyst precursor (10?mol%) in the presence of a variety of terminal alkynes and CO2allowed the production of substituted α–pyrones. This reaction occurs using relatively mild conditions (50?°C, 150 psi of CO2) with good to modest yields, depending on the nature of the substituents in the corresponding alkyne. The produced α–pyrones were characterized by different analytical methods and spectroscopic techniques.
Gem-selective cross-dimerization and cross-trimerization of alkynes with silylacetylenes promoted by a rhodium-pyridine-n-heterocyclic carbene catalyst
Azpíroz, Ram?n,Rubio-Pérez, Laura,Castarlenas, Ricardo,Pérez-Torrente, Jesús J.,Oro, Luis A.
, p. 2587 - 2592 (2015/04/14)
The gem-selective cross-dimerization and -trimerization of silylacetylenes with alkynes through C-H activation using a rhodium(I)-pyridine-N-heterocyclic carbene catalyst have been developed. This reaction is applied to various aliphatic or aromatic termi
A Bronsted acid-catalyzed generation of palladium complexes: Efficient head-to-tail dimerization of alkynes
Chen, Tieqiao,Guo, Cancheng,Goto, Midori,Han, Li-Biao
supporting information, p. 7498 - 7500 (2013/08/23)
A Bronsted acid Ph2P(O)OH can efficiently catalyze the reaction of a Pd(0) complex with an alkyne to produce a novel alkenyl(alkynyl)palladium complex via selective hydropalladation and ligand exchange processes. On the basis of this finding, a
Pyridine-enhanced head-to-tail dimerization of terminal alkynes by a rhodium-N-heterocyclic-carbene catalyst
Rubio-Perez, Laura,Azpiroz, Ramon,Di Giuseppe, Andrea,Polo, Victor,Castarlenas, Ricardo,Perez-Torrente, Jesus J.,Oro, Luis A.
supporting information, p. 15304 - 15314 (2013/11/06)
A general regioselective rhodium-catalyzed head-to-tail dimerization of terminal alkynes is presented. The presence of a pyridine ligand (py) in a Rh-N-heterocyclic-carbene (NHC) catalytic system not only dramatically switches the chemoselectivity from alkyne cyclotrimerization to dimerization but also enhances the catalytic activity. Several intermediates have been detected in the catalytic process, including the π-alkyne-coordinated RhI species [RhCl(NHC)(η2-HC ≡CCH2Ph)(py)] (3) and [RhCl(NHC){η2-C(tBu) ≡C(E)CH=CHtBu}(py)] (4) and the RhIII-hydride-alkynyl species [RhClH{-C ≡CSi(Me) 3}(IPr)(py)2] (5). Computational DFT studies reveal an operational mechanism consisting of sequential alkyne Ci£ H oxidative addition, alkyne insertion, and reductive elimination. A 2,1-hydrometalation of the alkyne is the more favorable pathway in accordance with a head-to-tail selectivity. Control plan: Addition of pyridine to rhodium-N-heterocyclic- carbene catalysts not only switches the chemoselectivity from alkyne cyclotrimerization to dimerization, but also enhances the catalytic activity for the formation of 1,3-enynes (see figure). A 2,1-hydrometalation of the alkyne is the more favorable pathway calculated by DFT.
