760952-79-2

Upstream product

• 100-39-0 benzyl bromide 
• 75867-46-8 2,6-diethynylpyridine 
• 622-79-7 benzyl azide 
• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 75867-44-6 2,6-bis(2-(trimethylsilyl)ethynyl)pyridine 
• 626-05-1 2,6-Dibromopyridine 

Downstream Products

• 1305334-85-3 aqua[2,6-bis(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine](pyridine)(tetrafluoroborato)copper(II) tetrafluoroborate 
• 1211094-75-5 [(2,6-bis(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine)CuCl₂] 

Relevant academic research and scientific papers

Observation of an inversion in photophysical tuning in a systematic study of luminescent triazole-based osmium(II) complexes

In a systematic survey of luminescent bis(terdentate) osmium(II) complexes, a tipping point involving a reversal in photophysical tuning is observed whereby increasing stabilization of the ligand-based lowest unoccupied molecular orbital (LUMO) results in a blue shift in the optical absorption and emission bands. The complexes [Os(N^N′^N″)2]2+ [N^N′^N″ = 2,6-bis(1-phenyl-1,2,3-triazol-4-yl)pyridine (Os1), 2,6-bis(1-benzyl-1,2,3-triazol-4-yl)pyrazine (Os2), 6-(1-benzyl-1,2,3-triazol-4-yl)-2,2′-bipyridyl (Os3), 2-(pyrid-2-yl)-6-(1-benzyl-1,2,3-triazol-4-yl)pyrazine (Os4), 2-(pyrazin-2-yl)-6-(1-benzyl-1,2,3-triazol-4-yl)pyridine (Os5), and 6-(1-benzyl-1,2,3-triazol-4-yl)-2,2′-bipyrazinyl (Os6)] have been prepared and characterized, and all complexes display phosphorescence ranging from the orange to near-IR regions of the spectrum. Replacement of the central pyridine in the ligands of Os1 by the more π-accepting pyrazine in Os2 results in a 55 nm red shift in the triplet metal-to-ligand charge-transfer-based emission band, while a larger red shift of 107 nm is observed for the replacement of one of the triazole donors in the ligands of Os1 by a second pyridine ring in Os3 (λemmax = 702 nm). Interestingly, replacement of the central pyridine ring in the ligands of Os3 by pyrazine (Os4, λemmax = 702 nm) fails to result in a further red shift in the emission band. Reversal of the relative positions of the pyridine and pyrazine donors in Os5 (λemmax = 733 nm) compared to Os4 does indeed result in the expected red shift in the emission with respect to that for Os3 based on the increased π-acceptor character of the ligands present. However, an inversion in emission tuning is observed for Os6, in which the incorporation of a second pyrazine donor in the ligand architecture results in a blue shift in the optical absorption and emission maxima (λemmax = 710 nm). Electrochemical studies reveal that while incorporating pyrazine in the ligands indeed results in an expected anodic shift in the first reduction potential through stabilization of the ligand-based LUMO, there is also a concomitant anodic shift in the OsII/OsIII-based oxidation potential. This stabilization of the metal-based highest occupied molecular orbital (HOMO) thus nullifies the effect of stabilization of the LUMO in Os4 compared to Os3, resulting in these complexes having coincident emission maxima. For Os6, stabilization of the HOMO through the incorporation of two pyrazine donors in the ligand structure now exceeds stabilization of the LUMO, resulting in a larger HOMO?LUMO gap and a counterintuitive blue shift in the optical properties in comparison with those of Os5. While it is known that the replacement of ligands (e.g., replacing bipyridyl with bipyrazinyl) can result in a larger HOMO?LUMO energy gap through greater stabilization of the HOMO, these results importantly allow us to capture the tipping point at which this inversion in photophysical tuning occurs. This therefore enables us to explore the limits available in emission tuning with a relatively simple and minimalist ligand structure.

Syntheses of 3-arm and 4-arm star-branched polystyrene Ru(II) complexes by the click-to-chelate approach

Metal template synthesis is a useful methodology to make sophisticated macromolecular architectures because of the variety of metal ion coordination. To use metal template methodology, chelating functionalities should be introduced to macromolecules befor

Ruthenium [NNN] and [NCN]-type pincer complexes with phosphine coligands: synthesis, structures and catalytic applications

A series of ruthenium [NNN]- or [NCN]-type complexes (3–7) bearing PPh3 ancillary ligands have been synthesized from pyridine- or phenylene-bridged bis(triazoles) 1 and 2. In the case of [NNN]-pincer complex 3, an unusual and unexpected cis-orientation adopted by two sterically demanding PPh3 ligands was observed, and such configuration proved to be unchanged in solution for a long time. By contrast and as expected, the two phosphines are found to be trans to each other in the case of [NCN]-type pincer complex 4, but an oxidation of RuII center to RuIII occurred. Complex cis-3 underwent ligand exchanges leading to the formations of diphosphine derivatives 5 and 6. As a representative, cis-3 was treated with the base in isopropanol affording a mixture of Ru–hydrido complexes with various phosphine binding modes, one of which (trans-7) bearing two trans-standing phosphines has been successfully isolated and fully characterized. The catalytic performances of all newly synthesized Ru complexes have been examined and compared in transfer hydrogenations of ketones and enones, in which mono-phosphine complexes proved to be significantly superior to their diphosphine counterparts. The catalytic process proved to involve Ru–H key intermediates, but the trans-oriented Ru–H species is unlikely to be the main catalytic contributor. In particular, the best performer cis-3 exhibits high chemoselectivity in certain cases catalyzing α,β-unsaturated ketones, whose behavior is quite different compared to most precedents.

Synthesis of sugar-derived triazole- and pyridine-based metal complex ligands

A series of 30 bi- and tridentate ligands for metals were prepared by copper-catalyzed coupling (CLICK reaction) of 2-ethynylpridine, 2-ethynyl-5-nitropyridine, 2-ethynylquinoline, and 2,6-diethynylpyridine with 12 protected glycosyl azides in the gluco a

Luminescent amphiphilic 2,6-bis(1,2,3-triazol-4-yl)pyridine-platinum(II) complexes: Synthesis, characterization, electrochemical, photophysical, and Langmuir-Blodgett film-formation studies

A new series of platinum(II) complexes with tridentate ligands 2,6-bis(1-alkyl-1,2,3-triazol-4-yl)pyridine and 2,6-bis(1-aryl-1,2,3-triazol-4- yl)pyridine (N7R), [Pt(N7R)Cl]X (1-7) and [Pt(N7R)(Ci￡CR′)]X (8-17; R=n-C4H9, n-C8H17, n-C 12H25, n-C14H29, n-C 18H37, C6H5, and CH 2-C6H5; R′=C6H5, C6H4-CH3-p, C6H 4-CF3-p, C6H4-N(CH3) 2-p, and cholesteryl 2-propyn-1-yl carbonate; X=OTf-, PF6-, and Cl-), has been synthesized and characterized. Their electrochemical and photophysical properties have also been studied. Two amphiphilic platinum(II)-2,6-bis(1-dodecyl-1,2,3-triazol-4-yl) pyridine complexes (3-Cl and 8) were found to form stable and reproducible Langmuir-Blodgett (LB) films at the air/water interface. These LB films were characterized by the study of their surface-pressure-molecular-area (π-A) isotherms, XRD, and IR and polarized-IR spectroscopy.

A one pot multi-component CuAAC click approach to bidentate and tridentate pyridyl-1,2,3-triazole ligands: Synthesis, X-ray structures and copper(II) and silver(I) complexes

A one pot, multi-component CuAAC reaction has been developed for the generation of alkyl, benzyl or aryl substituted bi and tridentate pyridyl-1,2,3-triazole ligands from their corresponding halides, sodium azide and alkynes in excellent yields. The ligands have been fully characterized by elemental analysis, HR-ESMS, IR, 1H and 13C NMR and in the ferrocenyl substituted cases the structures were confirmed by X-ray crystallography. Additionally, we have examined the coordination chemistry of these ligands and found that a variety of geometrically diverse Cu(II) and Ag(I) complexes, including interesting tri and tetrasilver complexes, can be formed.

2,6-Bis(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine and its octahedral copper complex

In the tridentate ligand 2,6-bis(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine, C23H19N7, both sets of triazole N atoms are anti with respect to the pyridine N atom, while in the copper complex aqua-[2,6-bis(1-benzyl-1H-1,2,3-tr