181587-44-0Relevant academic research and scientific papers
Synthesis of heteroleptic copper(I) complexes with phosphine-functionalized thiosemicarbazones: An efficient catalyst for regioselective N-alkylation reactions
Ramachandran, Rangasamy,Prakash, Govindan,Vijayan, Paranthaman,Viswanathamurthi, Periasamy,Grzegorz Malecki, Jan
, p. 88 - 93 (2017/05/15)
Three new heteroleptic copper(I) complexes [Cu(PPh3)(PNS-H)] (1) (PNS-H?=?2-(2-(diphenylphosphino)benzylidene) thiosemicarbazone), [Cu(PPh3)(PNS-Me)] (2) (PNS-Me?=?2-(2-(diphenylphosphino)benzylidene)-4-methyl-3-thiosemicarbazone) and [Cu(PPh3)(PNS-Et)] (3) (PNS-Et?=?2-(2-(diphenylphosphino)benzylidene)-4-ethyl-3-thiosemicarbazone) have been synthesized and characterized by various spectral and analytical technique. The single-crystal X-ray diffraction study of complexes 2 and 3 confirmed the formation of complexes with Cu(I) ion, coordinated through P,N,S-donor atoms from the phosphino-thiosemicarbazone ligands. All the copper(I) complexes have been demonstrated as highly efficient catalysts for the synthesis of N-alkylated heterocyclic amine by the coupling of primary amines with alcohols at low catalyst loading, and the maximum yield was obtained up to 99%. The N-alkylation reactions were readily carried out under moderate conditions, and release of water was the only by-product. In addition, the effects of substituent's on the ligand, solvents, base and catalyst loading on the catalytic activity of the complexes have also been investigated. Advantageously, only one equivalent of the alcohol was consumed in the process.
Efficient and versatile catalysis of N-alkylation of heterocyclic amines with alcohols and one-pot synthesis of 2-aryl substituted benzazoles with newly designed ruthenium(ii) complexes of PNS thiosemicarbazones
Ramachandran, Rangasamy,Prakash, Govindan,Selvamurugan, Sellappan,Viswanathamurthi, Periasamy,Malecki, Jan Grzegorz,Ramkumar, Venkatachalam
, p. 7889 - 7902 (2014/05/20)
Ruthenium(ii) carbonyl complexes with phosphine-functionalized PNS type thiosemicarbazone ligands [RuCl(CO)(EPh3)(L)] (1-6) (E = P or As, L = 2-(2-(diphenylphosphino)benzylidene) thiosemicarbazone (PNS-H), 2-(2-(diphenylphosphino)benzylidene)-N-methylthiosemicarbazone (PNS-Me), 2-(2-(diphenylphosphino)benzylidene)-N-phenylthiosemicarbazone (PNS-Ph)) have been synthesized and characterized by elemental analysis and spectroscopy (IR, UV-Vis, 1H, 13C, 31P-NMR) as well as ESI mass spectrometry. The molecular structures of complexes 1, 2 and 6 were identified by means of single-crystal X-ray diffraction analysis. The analysis revealed that all the complexes possess a distorted octahedral geometry with the ligand coordinating in a uni-negative tridentate PNS fashion. All the ruthenium complexes (1-6) were tested as catalyst for N-alkylation of heteroaromatic amines with alcohols. Notably, complex 2 was found to be a very efficient and versatile catalyst towards N-alkylation of a wide range of heterocyclic amines with alcohols. Complex 2 can also catalyze the direct amination of 2-nitropyridine with benzyl alcohol to the corresponding secondary amine. Furthermore, a preliminary examination of performance for N,N-dialkylation of diamine showed promising results, giving good conversion and high selectivity. In addition, N-alkylation of ortho-substituted anilines (-NH2, -OH and -SH) led to the one-pot synthesis of 2-aryl substituted benzimidazoles, benzoxazoles and benzothiazoles, also revealing the catalytic activity of complex 2. This journal is the Partner Organisations 2014.
Palladium(II) complexes containing a P, N chelating ligand Part II . Synthesis and characterisation of complexes with different hydrazinic ligands. Catalytic activity in the hydrogenation of double and triple C-C bonds
Bacchi,Carcelli,Costa,Leporati,Leporati,Pelagatti,Pelizzi,Pelizzi
, p. 107 - 120 (2007/10/03)
Palladium (II) complexes of the type Pd(PNO)Y (PNO = 2-(diphenylphosphino)benzaldehyde picolinhydrazone, nicotinhydrazone, isonicotinhydrazone; Y = CH3CO2, Cl, I) and Pd(PNS)Y (PNS = 2-(diphenylphosphino)benzaldehyde thiosemicarbazone; Y = CH3CO2, Cl, I) were synthesised and characterised by spectroscopic methods. The X-ray structure of an iodo complex was also determined. The catalytic activity of all the complexes in the homogeneous hydrogenation of terminal double and triple bonds was tested with particular regards to the chemoselectivity from triple to double bond. A correlation between the catalytic activity and the nature of the ligand and Y group was established. In the hydrogenation of phenylacetylene using acetato complexes as catalysts, stable phenylethynylpalladium(II) complexes were recovered and characterised by spectroscopic methods. A facile route of synthesis of alkynyl complexes was also determined.
