scholarly journals Solvent coordination to palladium can invert the selectivity of oxidative addition

2022 ◽  
Author(s):  
Emily K Elias ◽  
Steven M Rehbein ◽  
Sharon R. Neufeldt
Keyword(s):  
Oxidative Addition

Reaction solvent was previously shown to influence the selectivity of Pd/PtBu3-catalyzed Suzuki-Miyaura cross-couplings of chloroaryl triflates. The role of solvents has been hypothesized to relate to their polarity, whereby polar...

scholarly journals The role of hypervalent iodine(iii) reagents in promoting alkoxylation of unactivated C(sp3)–H bonds catalyzed by palladium(ii) complexes

2021 ◽  
Author(s):  
Payam Abdolalian ◽  
Samaneh K. Tizhoush ◽  
Kaveh Farshadfar ◽  
Alireza Ariafard
Keyword(s):  
Dft Calculations ◽  
Oxidative Addition ◽  
Hypervalent Iodine

This work uses DFT calculations to explore Pd(ii)-catalysed iodine(iii)-mediated alkoxylation of unactivated C(sp3)–H bonds and reveals how important the isomerization is in triggering the oxidative addition of ArIX2 to Pd(ii).

The Unexpected Role of CO in CH Oxidative Addition by a Cationic Rhodium(I) Complex

2007 ◽  
Vol 46 (11) ◽  
pp. 1901-1904 ◽  
Author(s):  
Michael Montag ◽  
Leonid Schwartsburd ◽  
Revital Cohen ◽  
Gregory Leitus ◽  
Yehoshoa Ben-David ◽  
...  
Keyword(s):  
Oxidative Addition

The role of solvent in organometallic chemistry — Oxidative addition with dichloromethane or chloroform

2012 ◽  
Vol 90 (1) ◽  
pp. 46-54 ◽  
Author(s):  
Anwar Abo-Amer ◽  
Matthew S. McCready ◽  
Fenbao Zhang ◽  
Richard J. Puddephatt
Keyword(s):  
Organometallic Chemistry ◽  
Oxidative Addition ◽  
Diimine Ligand ◽  
Role Of Solvent

Dimethylplatinum(II) complexes [PtMe2(NN)], with NN = diimine ligand, can react with dichloromethane or chloroform solvent to give the corresponding organoplatinum(IV) complexes [PtClMe2(CH2Cl)(NN)] or [PtClMe2(CHCl2)(NN)], respectively. The products can exist in isomeric forms, corresponding to products of cis or trans oxidative addition. The structures of three dichloromethane adducts and one chloroform adduct are reported.

Mechanistic investigations on C–H activated dealkylating cyclo-amination reactions of substituted triazenes, formamidines and amidines

2020 ◽  
Vol 75 (6-7) ◽  
pp. 651-664
Author(s):  
Silvio Preusser ◽  
Diana Kalden ◽  
Felix Wendler ◽  
Paul R. W. Schönherr ◽  
Helmar Görls ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Reaction Mechanism ◽  
Transition Metals ◽  
Oxidative Addition ◽  
Addition Reactions ◽  
Cyclization Reactions ◽  
Substitution Pattern ◽  
Catalytic Cyclization ◽  
High Yields

AbstractCatalytic dealkylating cycloamination reactions of N1-methylated-N1,N3-diarylated triazenes proceed via two subsequent oxidative addition reactions, regioselectivity producing benzotriazoles by C–H and C–Br activation steps. Whereas palladium-based catalysis in the presence of dealkylating reagents and directing phosphane ligands leads to high yields, the homologous metals nickel and platinum as well as other 3d transition metals show only poor catalytic activity in similar procedures. Starting compounds have been widely varied to introduce potentially competing reaction sites and to investigate the reaction mechanism of the catalytic cyclization reactions. Yields of the benzotriazole synthesis strongly depend on the electronic and steric properties of the directing phosphane ligands, the nature of the dealkylating bases and the substitution pattern in 2- and 4-position of the aryl groups of the starting triazenes. In order to clarify the role of the catalyst, palladium-based intermediates were identified. Finally, formamidines and bulky amidines were tested in related C–H activated dealkylating cycloamination reactions.

Palladium-mediated borylation of pentafluorosulfanyl functionalized compounds: the crucial role of metal fluorido complexes

2016 ◽  
Vol 52 (20) ◽  
pp. 3931-3934 ◽  
Author(s):  
Claudia Berg ◽  
Thomas Braun ◽  
Reik Laubenstein ◽  
Beatrice Braun
Keyword(s):  
Crucial Role ◽  
Oxidative Addition ◽  
Catalytic Processes ◽  
Model Reactions

Model reactions such as the oxidative addition of SF5 aromatics at [Pd(PiPr3)2] and subsequent fluorination and borylation steps led to the development of catalytic processes for the borylation of SF5 compounds.

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