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Articles 1 - 8 of 8
Full-Text Articles in Physical Sciences and Mathematics
The Synthesis Of 1,3-Dialkyl-4-Methylimidazolinium Salts And Their Application In Palladium Catalyzed Heck Coupling Reactions, Murat Yi̇ği̇t, Güli̇n Bayam, Beyhan Yi̇ği̇t, İsmai̇l Özdemi̇r
The Synthesis Of 1,3-Dialkyl-4-Methylimidazolinium Salts And Their Application In Palladium Catalyzed Heck Coupling Reactions, Murat Yi̇ği̇t, Güli̇n Bayam, Beyhan Yi̇ği̇t, İsmai̇l Özdemi̇r
Turkish Journal of Chemistry
Seven novel 1,3-dialkyl-4-methylimidazolinium chloride salts 3a--g were prepared as precursors of N-heterocyclic carbenes by reacting N,N'-alkyl-1,2-diaminopropane, triethyl orthoformate, and ammonium chloride. The salts were characterized spectroscopically. The in situ prepared palladium complexes derived from the imidazolinium salts and palladium acetate were used as catalyst in Heck coupling reactions between aryl bromides and styrene. The corresponding Heck products were obtained in good yields.
Contribution Of Heterobifunctional Ligands To Transition Metal-Catalysed C--C Coupling Reactions, Agnes Labande, Eric Deydier, Eric Manoury, Jean-Claude Daran, Catherine Audin, Rinaldo Poli
Contribution Of Heterobifunctional Ligands To Transition Metal-Catalysed C--C Coupling Reactions, Agnes Labande, Eric Deydier, Eric Manoury, Jean-Claude Daran, Catherine Audin, Rinaldo Poli
Turkish Journal of Chemistry
In this account the authors' latest results in C-C coupling catalysis are reviewed. First, an efficient catalytic system for the Kumada-Tamao-Corriu coupling reaction based on NHC-phosphine (NHC = N-heterocyclic carbene) nickel complexes is presented. Then the use of palladium complexes of chiral ferrocenyl NHC-phosphines in the asymmetric Suzuki-Miyaura coupling reaction is reported. High catalytic activities and moderate enantioselectivities (ee up to 46%) were obtained. Chiral ferrocenyl phosphine-ethers were also tested in the asymmetric Suzuki-Miyaura reaction yielding good activities and moderate enantioselectivities (ee up to 37%). Finally, the original synthesis of a ferrocenyl rhodium(III) complex and its successful use as catalyst …
Palladium-Catalyzed Ligand-Free And Efficient Suzuki--Miyaura Reaction Of $N$-Methyliminodiacetic Acid Boronates In Water, Chun Liu, Xinmin Li, Xinnan Wang, Jieshan Qiu
Palladium-Catalyzed Ligand-Free And Efficient Suzuki--Miyaura Reaction Of $N$-Methyliminodiacetic Acid Boronates In Water, Chun Liu, Xinmin Li, Xinnan Wang, Jieshan Qiu
Turkish Journal of Chemistry
A green and efficient protocol has been developed for the Pd(OAc)$_{2}$-catalyzed ligand-free Suzuki--Miyaura reaction of $N$-methyliminodiacetic acid (MIDA) boronates in water. In the presence of Pd(OAc)$_{2}$ as a catalyst and ($i$-Pr)$_{2}$NH as a base, the cross-coupling reactions of aryl bromides with aryl MIDA boronates proceeded smoothly in water without any surfactant, and various functional groups were tolerated under the optimized conditions.
New Pd(Ii) And Pt(Ii)-Diaminophosphine Complexes Bearing Cyclohexyl Or Isopropyl Moiety: Use Of Pd(Ii) Complexes As Precatalyst In Mizoroki--Heck And Suzuki--Miyaura Cross-Coupling Reactions, Murat Aydemi̇r, Feyyaz Durap, Akin Baysal
New Pd(Ii) And Pt(Ii)-Diaminophosphine Complexes Bearing Cyclohexyl Or Isopropyl Moiety: Use Of Pd(Ii) Complexes As Precatalyst In Mizoroki--Heck And Suzuki--Miyaura Cross-Coupling Reactions, Murat Aydemi̇r, Feyyaz Durap, Akin Baysal
Turkish Journal of Chemistry
Two new diaminophosphine ligands, $N$,$N$'-bis(dicyclohexylphosphino)-2-(aminomethyl)aniline (1) and $N$,$N$'-bis(diisopropylphosphino)-2-(aminomethyl)aniline (2) were synthesized by the reaction of 2-(aminomethyl)aniline with two equivalents of Cy$_{2}$PCl or (iPr)$_{2}$PCl, respectively. The reactions of 1 and 2 with MCl$_{2}$(cod) (M = Pd, Pt; cod = 1,5-cyclooctadiene) yield complexes [cis-Pd(L$_{2}$PNHC$_{6}$H$_{4}$CH$_{2}$NHPL$_{2})$Cl$_{2}$] (L = Cy 3, iPr 4) and [cis-Pt(L$_{2}$PNHC$_{6}$H$_{4}$CH$_{2}$NHPL$_{2})$Cl$_{2}$] (L = Cy 5, iPr 6), respectively. The catalytic activity of the palladium complexes was investigated in the Suzuki-Miyaura cross-coupling reaction in the presence of Cs$_{2}$CO$_{3}$ as a base. The palladium complexes were also found to be highly active catalysts in the Mizoroki-Heck reaction.
Substituted 2-(2''-Pyridyl)Benzimidazole Palladium(Ii) Complexes As An Efficient Catalytic System For Suzuki--Miyaura Cross-Coupling Reactions, Mahmut Ulusoy, Nurdal Öncel, Emi̇ne Aytar
Substituted 2-(2''-Pyridyl)Benzimidazole Palladium(Ii) Complexes As An Efficient Catalytic System For Suzuki--Miyaura Cross-Coupling Reactions, Mahmut Ulusoy, Nurdal Öncel, Emi̇ne Aytar
Turkish Journal of Chemistry
A new series of $N,N$-type 2-(2'-pyridyl)benzimidazole ligands (2A$_{\mathbf{1}}$, 2A$_{\mathbf{2}}$, 3B$_{\mathbf{1}}$, 3B$_{\mathbf{2}}$, 3B$_{\mathbf{3}}$, and 4C$_{\mathbf{1}})$ and their Pd(II) complexes (5A$_{\mathbf{1}}$, 5A$_{\mathbf{2}}$, 6B$_{\mathbf{1}}$, 6B$_{\mathbf{2}}$, 6B$_{\mathbf{3}}$, and 7C$_{\mathbf{1}})$ were prepared and characterized by conventional spectroscopic methods and elemental analyses. The incorporation of $N$-coordinated benzimidazole complexes of palladium gave high catalytic activity in the Suzuki-Miyaura coupling of aryl halides substrates. After determining the best active catalyst as 5A$_{\mathbf{1}}$, bearing the mesityl substituent on the benzimidazole ring with the Pd(II) ion, optimization studies were carried out via changing the substrate, base, time, atmosphere, and the effect of water. The DMF:H$_{2}$O (4/1) and Cs$_{2}$CO$_{3}$ as base …
Cross Coupling Reactions Catalyzed By (Nhc)Pd(Ii) Complexes, Nevi̇n Gürbüz, Emi̇ne Özge Karaca, İsmai̇l Özdemi̇r, Beki̇r Çeti̇nkaya
Cross Coupling Reactions Catalyzed By (Nhc)Pd(Ii) Complexes, Nevi̇n Gürbüz, Emi̇ne Özge Karaca, İsmai̇l Özdemi̇r, Beki̇r Çeti̇nkaya
Turkish Journal of Chemistry
This review is focused on new developments reported during the last 3 years concerning the catalytic performances of in situ formed or preformed NHC--Pd(II) complexes (NHC: $N$-heterocyclic carbene) for cross-coupling reactions such as Heck--Mizoraki (often shortened to the Heck reaction), Kumada, Negishi, Suzuki--Miyaura (often shortened to the Suzuki reaction), Sonogashira and Hiyama couplings, and the Buchwald--Hartwig aminations, which are extremely powerful in the formation of C--C and C--heteroatom bonds. Due to the great number of publications and limited space here, we made a special attempt to compile the relevant data in tables, which we hope will serve as a guide …
Palladium-Catalysed Suzuki--Miyaura Cross-Coupling With Imidazolylidene Ligands Substituted By Crowded Resorcinarenyl And Calixarenyl Units, Neslihan Sahin, David Semeril, Eric Brenner, Dominique Matt, Cemal Kaya, Loic Toupet
Palladium-Catalysed Suzuki--Miyaura Cross-Coupling With Imidazolylidene Ligands Substituted By Crowded Resorcinarenyl And Calixarenyl Units, Neslihan Sahin, David Semeril, Eric Brenner, Dominique Matt, Cemal Kaya, Loic Toupet
Turkish Journal of Chemistry
Two $N$-heterocyclic carbene (NHC) palladium complexes of formula [PdBr$_{2}$(NHC)(pyridine)] in which the carbenic ring is flanked by sterically crowded cavitand substituents were prepared from appropriate imidazolium salts bearing either two resorcinarene or a combination of resorcinarene and calixarene fragments. Both complexes displayed high stability and good activities in the cross-coupling of aryl bromides with phenyl boronic acid. One of the imidazolium salts was characterised by an X-ray diffraction study.
Synthesis Of New Thiol-Derivatized Aminophosphines And Their Catalytic Activities In C--C Coupling Reactions, Nermi̇n Bi̇ri̇ci̇k, Nermi̇n Meri̇ç, Cezmi̇ Kayan, Zeynep Özgen, Sevi̇l Şeker Azi̇zoğlu, Bahatti̇n Gümgüm
Synthesis Of New Thiol-Derivatized Aminophosphines And Their Catalytic Activities In C--C Coupling Reactions, Nermi̇n Bi̇ri̇ci̇k, Nermi̇n Meri̇ç, Cezmi̇ Kayan, Zeynep Özgen, Sevi̇l Şeker Azi̇zoğlu, Bahatti̇n Gümgüm
Turkish Journal of Chemistry
A series of new aminophosphines [Ph$_{2}$PHN-C$_{6}$H$_{4}$-R, where R = $o$-SH (4a), $m$-SH (4b) or $p$-SH (4c)] were readily synthesized from cheap starting materials by the phosphorylation reaction of $o$, $m$, and $p$-aminothiophenols with Ph$_{2}$PCl in the presence of triethyl amine. The new compounds were characterized by NMR and IR spectroscopy and microanalysis. In addition, aminophosphine ligands-palladium systems were investigated as precatalysts in C-C coupling reactions. Compounds 4b and 4c were proved to be excellent catalysts for Suzuki and Heck cross-coupling reactions.