53384-70-6Relevant academic research and scientific papers
Active ruthenium(II)-NHC complexes for alkylation of amines with alcohols using solvent-free conditions
Yi?it, Beyhan,?zge Karaca, Emine,Yi?it, Murat,Gürbüz, Nevin,Arslan, Hakan,?zdemir, ?smail
, (2020)
A series of new ruthenium(II) complexes bearing N-heterocyclic carbene ligands with benzylic groups were prepared by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl2(p-cymene)]2. All of the obtained complexes were characterized by FT-IR, 1H NMR and 13C NMR spectroscopy, and the molecular structure of compound 3c was also determined by X-ray crystallography. These ruthenium complexes were tested for the alkylation of aromatic amines with a wide range of primary alcohols under solvent-free conditions using the hydrogen borrowing strategy. All of the compounds tested here showed excellent catalytic activity for these reactions and N-monoalkylated products were obtained selectively using 2.5 mol% of the ruthenium complexes.
Half-sandwich Ru(ii) arene complexes bearing benzimidazole ligands for theN-alkylation reaction of aniline with alcohols in a solvent-free medium
?i?ek, Metin,Gürbüz, Nevin,?zdemir, Nam?k,?zdemir, ?smail,?spir, Esin
, p. 11075 - 11085 (2021/07/02)
In this article, the directN-alkylation reactions of amines with alcohol derivatives using the borrowing hydrogen methodology have been investigated. For this purpose, a new series of half-sandwich ruthenium(ii) complexes bearing N-coordinated benzimidazole complexes have been synthesized and fully characterized by FT-IR,1H NMR and13C NMR spectroscopies. Additionally, the structures of the complexes2a-2ehave been characterized by X-ray crystallography. All new complexes were investigated for their catalytic activities in the alkylation reaction of amines with alcohol derivatives. It was found that alkylation reactions in a solvent-free medium are efficient and selective.
Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions
Karaca, Emine ?zge,Dehimat, Zieneb Imene,Ya?ar, Sedat,Gürbüz, Nevin,Tebbani, Dahmane,?etinkaya, Bekir,?zdemir, ?smail
, (2021/04/02)
The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.
Ruthenium(II)-NHC-catalyzed (NHC = perhydrobenzimidazol-2-ylidene) alkylation of amines using the hydrogen borrowing methodology under solvent-free conditions
Yi?it, Murat,Karaca, Emine ?zge,Yi?it, Beyhan,Gürbüz, Nevin,?zdemir, ?smail
, p. 565 - 573 (2019/03/23)
New ruthenium(II) complexes with N-heterocyclic carbene ligand were synthesized by transmetalation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl2(p-cymene)]2. The complexes were characterized by physicochemical and spectroscopic methods. These ruthenium complexes were applied to the N-monoalkylation of aromatic amines with a wide range of primary alcohols under solvent-free conditions using the hydrogen borrowing strategy. The catalytic reactions using all ruthenium complexes resulted in N-monoalkylated products with high selectivities using furfuryl alcohol as the alkylating agent.
Ruthenium(II)-(Arene)-N-Heterocyclic Carbene Complexes: Efficient and Selective Catalysts for the N-Alkylation of Aromatic Amines with Alcohols
Kalo?lu, Nazan,Achard, Mathieu,Bruneau, Christian,?zdemir, ?smail
, p. 2598 - 2606 (2019/06/14)
A series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides were synthesized as N-heterocyclic carbene (NHC) precursors. These compounds were used for synthesis of the new ruthenium(II) complexes of the type [RuCl2(arene)(NHC)], (arene = η6-p-cymene). The structures of all compounds were characterized by 1H NMR, 13C NMR and FT-IR spectroscopy techniques. The catalytic activity of the ruthenium complexes has been evaluated with respect to the mono-N-alkylation reactions of aromatic amines with various alcohol derivatives under solvent-free conditions at 120 °C using the borrowing hydrogen strategy.
New types of reactivity of α,β-unsaturated N,N- dimethylhydrazones: Chemodivergent diastereoselective synthesis of functionalized tetrahydroquinolines and hexahydropyrrolo[3,2-b]indoles
Sridharan, Vellaisamy,Ribelles, Pascual,Estevez, Veronica,Villacampa, Mercedes,Ramos, M. Teresa,Perumal, Paramasivan T.,Menendez, J. Carlos
supporting information; experimental part, p. 5056 - 5063 (2012/05/20)
The indium trichloride-catalyzed reaction between aromatic imines and α,β-unsaturated N,N-dimethylhydrazones in acetonitrile afforded 1,2,3,4-tetrahydroquinolines bearing a hydrazone function at C4 through a one-pot diastereoselective domino process that involves the formation of two C-C bonds and the controlled generation of two stereocenters, one of which is quaternary. This reaction constitutes the first example of an α,β-unsaturated dimethylhydrazone that behaves as a dienophile in a hetero Diels-Alder reaction. The related reaction between anilines, aromatic aldehydes, and methacrolein dimethylhydrazone in CHCl3 with BF 3·Et2O as catalyst afforded polysubstituted 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles as major products through a fully diastereoselective ABB′C four-component domino process that generates two cycles, three stereocenters, two C-C bonds, and two C-N bonds in a single operation. Copyright
