A DFT Study of the Full Catalytic Cycle of the Suzuki−Miyaura Cross-Coupling on a Model System

2006 ◽  
Vol 25 (15) ◽  
pp. 3647-3658 ◽  
Author(s):  
Ataualpa A. C. Braga ◽  
Gregori Ujaque ◽  
Feliu Maseras
Keyword(s):  
Cross Coupling ◽  
Model System ◽  
Catalytic Cycle ◽  
Dft Study

DFT study of the full catalytic cycle for the propene hydroformylation catalyzed by a heterobimetallic HPt(SnCl3)(PH3)2model catalyst

2010 ◽  
pp. NA-NA ◽  
Author(s):  
Júlio C. S. da Silva ◽  
Roberta P. Dias ◽  
Wagner B. de Almeida ◽  
Willian R. Rocha
Keyword(s):  
Catalytic Cycle ◽  
Dft Study

Catalytic Cycle for N–CN Bond Cleavage by Molybdenum Silyl Catalyst: A DFT Study

2013 ◽  
Vol 32 (9) ◽  
pp. 2725-2735 ◽  
Author(s):  
AbdelRahman A. Dahy ◽  
Nobuaki Koga ◽  
Hiroshi Nakazawa
Keyword(s):  
Bond Cleavage ◽  
Catalytic Cycle ◽  
Dft Study

scholarly journals Computational study of productive and non-productive cycles in fluoroalkene metathesis

2015 ◽  
Vol 11 ◽  
pp. 2150-2157 ◽  
Author(s):  
Markéta Rybáčková ◽  
Jan Hošek ◽  
Ondřej Šimůnek ◽  
Viola Kolaříková ◽  
Jaroslav Kvíčala
Keyword(s):  
Computational Study ◽  
Catalytic Cycle ◽  
Dft Study ◽  
Cross Metathesis ◽  
High Preference ◽  
The Cross

A detailed DFT study of the mechanism of metathesis of fluoroethene, 1-fluoroethene, 1,1-difluoroethene, cis- and trans-1,2-difluoroethene, tetrafluoroethene and chlorotrifluoroethene catalysed with the Hoveyda–Grubbs 2nd generation catalyst was performed. It revealed that a successful metathesis of hydrofluoroethenes is hampered by a high preference for a non-productive catalytic cycle proceeding through a ruthenacyclobutane intermediate bearing fluorines in positions 2 and 4. Moreover, the calculations showed that the cross-metathesis of perfluoro- or perhaloalkenes should be a feasible process and that the metathesis is not very sensitive to stereochemical issues.

scholarly journals A DFT Study on FeI/FeII/FeIII Mechanism of the Cross-Coupling between Haloalkane and Aryl Grignard Reagent Catalyzed by Iron-SciOPP Complexes

Molecules ◽  
2020 ◽  
Vol 25 (16) ◽  
pp. 3612 ◽  
Author(s):  
Akhilesh Sharma ◽  
Masaharu Nakamura
Keyword(s):  
Density Functional ◽  
Molecular Mechanic ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Dft Study ◽  
Reaction Pathways ◽  
Hydrogen Elimination ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
A Chain

To explore plausible reaction pathways of the cross-coupling reaction between a haloalkane and an aryl metal reagent catalyzed by an iron–phosphine complex, we examine the reaction of FeBrPh(SciOPP) 1 and bromocycloheptane employing density functional theory (DFT) calculations. Besides the cross-coupling, we also examined the competitive pathways of β-hydrogen elimination to give the corresponding alkene byproduct. The DFT study on the reaction pathways explains the cross-coupling selectivity over the elimination in terms of FeI/FeII/FeIII mechanism which involves the generation of alkyl radical intermediates and their propagation in a chain reaction manner. The present study gives insight into the detailed molecular mechanic of the cross-coupling reaction and revises the FeII/FeII mechanisms previously proposed by us and others.

scholarly journals The significance of phosphoniocarbynes in halocarbyne cross-coupling reactions

2020 ◽  
Vol 56 (42) ◽  
pp. 5673-5676 ◽  
Author(s):  
Liam K. Burt ◽  
Richard L. Cordiner ◽  
Anthony F. Hill ◽  
Richard A. Manzano ◽  
Jörg Wagler
Keyword(s):  
Cross Coupling ◽  
Catalytic Cycle ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Competent intermediates as well as productive and non-productive tangents have been identified in the catalytic cycle for palladium(0)–copper(i) mediated synthesis of propargylidynes via cross coupling reactions of bromocarbyne complexes with alkynes.

Cationic palladium-catalyzed hydrosilylative cross-coupling of alkynes with alkenes forming 4-silylated-1-butene frameworks

2008 ◽  
Vol 80 (5) ◽  
pp. 1179-1185 ◽  
Author(s):  
Takamitsu Shimamoto ◽  
Motoharu Chimori ◽  
Hiroaki Sogawa ◽  
Yuki Harada ◽  
Masaharu Aoki ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Catalytic Cycle ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Coupling Pattern ◽  
Cationic Palladium

A new hydrosilylative cross-coupling reaction of a variety of alkynes with several alkenes, which is catalyzed by a cationic Pd complex [Pd(η3-C3H5)(cod)]+[PF6]- (cod = 1,5-cyclooctadiene) was studied systematically. The reaction using HSiCl3 as an addend afforded more or less two types of products consisting of four possible derivatives, R1CH=CR2-CHR3-CHR4-SiCl3, which always contained 4-trichlorosilyl-1-butene frameworks, in acceptable combined yields. The coupling pattern was markedly dependent both on the precatalyst in the absence or presence of PPh3 ligand and on the combination of the alkyne and alkene partners employed. A possible catalytic cycle that involves an initial hydropalladation of an alkyne, followed by a facile and specific carbopalladation of an alkene, is proposed. At the same time, the lack of regioselectivity in the latter step is noted.

Iron(ii)-catalyzed sulfur directed C(sp3)–H bond amination/C–S cross coupling reaction

2017 ◽  
Vol 53 (18) ◽  
pp. 2737-2739 ◽  
Author(s):  
Fang-Fang Duan ◽  
Shi-Qian Song ◽  
Run-Sheng Xu
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Catalytic Cycle ◽  
Cross Coupling Reaction

An efficient iron(ii)-catalyzed sulfur directed C(sp3)–H bond amination/C–S cross coupling reaction has been developed, and the mechanism corresponds to a Fe(ii)/Fe(iii) catalytic cycle.

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