13178-03-5Relevant academic research and scientific papers
Activating azides and alkynes for the click reaction with [Cu(aNHC) 2I] or [Cu(aNHC)2]+ (aNHC = triazole-derived abnormal carbenes): Structural characterization and catalytic properties
Hohloch, Stephan,Scheiffele, Damaris,Sarkar, Biprajit
, p. 3956 - 3965 (2013)
Neutral, iodido-containing copper(I) complexes [Cu(aNHC)2I] {aNHC = 1-benzyl-3-methyl-4-phenyl-1,2,3-triazol-5-ylidene (for 6) and 3-methyl-1-[2-(methylthio)phenyl]-4-phenyl-1,2,3-triazol-5-ylidene (for 7)} and cationic, halide-free copper(I) c
An organocatalytic azide-aldehyde [3+2] cycloaddition: High-yielding regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles
Ramachary, Dhevalapally B.,Shashank, Adluri B.,Karthik
supporting information, p. 10420 - 10424 (2016/02/18)
An organocatalytic azide-aldehyde [3+2] cycloaddition (organo-click) reaction of a variety of enolizable aldehydes is reported. The organo-click reaction is characterized by a high rate and regioselectivity, mild reaction conditions, easily available subs
Photoluminescent copper(I) complexes with amido-triazolato ligands
Manbeck, Gerald F.,Brennessel, William W.,Eisenberg, Richard
experimental part, p. 3431 - 3441 (2011/06/20)
A series of heteroleptic copper(I) complexes incorporating amido-triazole and diphosphine ligands, [CuI(N-phenyl-2-(1-phenyl-1H- 1,2,3-triazol-4-yl)aniline)(dppb)] (1), [CuI(N-(4-methylphenyl)-2-(1- phenyl-1H-1,2,3-triazol-4-yl)aniline)(dppb)] (2), [CuI(N-(4- methoxyphenyl)-2-(1-phenyl-1H-1,2,3-triazol-4-yl)aniline)(dppb)] (3), [Cu I(N-(4-chlorophenyl)-2-(1-phenyl-1H-1,2,3-triazol-4- yl)aniline)(dppb)] (4), [CuI(2,6-dimethyl-N-[2-(1-phenyl-1H-1,2,3- triazol-4-yl)phenyl]aniline)(dppb)] (5), [CuI(2,6-dimethyl- N-[2-(1-benzyl-1H-1,2,3-triazol-4-yl)phenyl]aniline)(dppb)] (6), (dppb = 1,2-bis(diphenylphosphino)benzene), have been prepared. The complexes adopt a distorted tetrahedral geometry in the solid statewith the amido-triazole ligand forming a six-member ring with the Cu(I) ion. The complexes exhibit long-lived photoluminescence with colors ranging from yellow to red-orange in the solid state, in frozen glass at 77 K, and in fluid solution withmodest quantum yields of up to 0.022. Electrochemically, complexes 1-4 show irreversible oxidation waves while 5 and 6 are characterized by quasi-reversible oxidations as determined by cyclic voltammetry. For 1-4, the emission energy and oxidation potential are found to vary linearly with the Hammett parameter σp of the substituent in thepara position of the amido ligand, while in 5 and 6, large differences in emission are observed because of the nature ofN3 substitution in the triazole ring. Density functional theory calculations have been performed on the singlet ground states (S0) of all complexes at the BP86/6-31G(d) level to assist in assignment of the excited states.On the basis of both experimental and computational results, we have assigned the excited states as intraligand+ metal-to-ligand charge transfer 3(ILCT+MLCT) or ligand-to-ligand charge transfer mixed with MLCT 3(MLCT +LLCT) in these complexes.
