Novel 1,2,3-triazolyl phosphine with a pyridyl functionality: synthesis, coinage metal complexes, photophysical studies and Cu(i) catalyzed C–O coupling of phenols with aryl bromides

Abstract

This manuscript describes the synthesis and coinage metal complexes of pyridine appended 1,2,3-triazolyl-phosphine [2-{(C6H4N)(C2(PPh2)N3C6H5)}] (1), photophysical studies and catalytic application. The reactions of 1 with copper salts afforded dimeric complexes...

Diverse structural reactivity patterns of a POCOP ligand with coinage metals

“…10 The P1–Cu1 and Cu1–Cl1 bond lengths in complex 2 are 2.2437(8) and 2.3490(7) Å, respectively, which are in accordance with the recently isolated PONNOP-based dimeric copper( i ) complexes. 11 The interatomic Cu⋯Cu distance in complex 2 was found to be 3.1750 (9) Å, which is longer than the previously reported bidentate phosphinite dinuclear copper chloride by Tsuboyama and Balakrishna et al 12 and in accordance with the copper chloride complex of DuPhos reported by Patterson and co-workers 13 but shorter than those reported for [ o -{PPh 2 C 3 H 2 N 2 (Me)}C 5 H 4 PPh 2 (Cu(μ 2 -I))] 2 (OTf) 2 (Cu⋯Cu = 3.345 Å) and [ o -{PPh 2 C 3 H 2 N 2 }C 5 H 4 PPh 2 (Cu(μ 2 -I))] 2 (Cu⋯Cu = 3.499 Å). 14 When we treated 1 with two equivalents of copper bromide and iodide in dichloromethane, complexes 3 and 4 were produced, respectively (Scheme 1).…”

1,2,3-Triazolyl bisphosphine with pyridyl functionality: synthesis, copper(i) chemistry and application in click catalysis

“…24 Recently we reported dimeric copper(I) complexes of the type [{Cu(m 2 -X)} 2 -{2-(C 5 H 4 N)(C 2 (PPh 2 )N 3 C 6 H 5 )} 2 ] (X = Cl, Br, and I), showing solid-state fluorescence due to short non-bonded CuÁ Á ÁCu distances. 11 The UV-Vis absorption spectra for complexes 1-3 Table 1 Selected bond lengths (Å) and bond angles (1) of complexes 1-3 were taken in 1,2-dichloroethane at room temperature and are shown in Fig. 3.…”

“…Cu( i ) complexes continue to attract research attention due to their interesting photophysical properties 11 and also their significant catalytic potential to effect a variety of cost-effective organic transformations. 12 A highly distorted [Cu(PNP Me ( i Pr))Br] complex reported by Kirchner and co-workers promoted C–C and C–N cross-coupling reactions very efficiently.…”