Triazole Appended Phosphines: Synthesis, Palladium Complexes, and Catalytic Studies

Abstract

The copper(I)-catalyzed triazole formation from azides and terminal alkynes has received the benchmark of "click chemistry" because of its dependability and explicitness. The extensive utility of click chemistry in all aspects from making classical phosphine ligands, investigating its reactivity in serving as an effective catalyst for various organic transformations is well documented. Therefore, designing a decent ligand system with adequate nature and vast diversity is vital for having [a

Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications

“…The click approach using thermodynamically tested CuAAC exhibits exclusive characteristics (e.g., better tolerance for many functional entities and pH fluctuations, facile and milder reaction settings, and compatibility with diverse solvents along with water). These preferred traits make CuAAC a powerful tool for designing, developing, and reshaping complex organic entities of biological relevance. − …”

“…A number of seminal reviews and two important reference books dealing with click chemistry have appeared in the literature, − ...…”

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

“…Triazole moieties with phosphine arms or phosphine substituents at 4- or 5-positions of the five-membered ring are found to be an excellent ligand system for both coordination chemistry and catalysis. 10 The electron rich triazole moiety along with the phosphine moiety on C-5 triazole carbon coordinated to the platinum metals proved to be an efficient system in catalytic transformations such as the α-alkylation reaction. 11 Thus, triazole-based phosphines with increased stability provide easier manipulation and also enhance reaction outcomes.…”

Sterically Demanding Novel Triazole Based Tertiary Phosphines: Synthesis, Transition Metal Chemistry and Catalytic Applications

“…Figure 1 depicts a few triazole based systems known in the literature. [19][20][21][22][23][24][25][26][27][28][29][30] Although several triazole-based phosphine ligands [19,21,24,[26][27][28][29][30][31][32][33][34][35][36] are reported, triazoles functionalized with both phosphine and bulky sidearms are rare. As a part of our continued interest in the synthesis and catalytic application of sterically demanding phosphines [27][28][29][30][31]33,36] and also of others, [32,[37][38][39][40][41][42][43] herein we report the synthesis and transition metal chemistry of bulky phosphines 3 and 4 appended with sterically demanding 1,2,3triazole core.…”

“…[19][20][21][22][23][24][25][26][27][28][29][30] Although several triazole-based phosphine ligands [19,21,24,[26][27][28][29][30][31][32][33][34][35][36] are reported, triazoles functionalized with both phosphine and bulky sidearms are rare. As a part of our continued interest in the synthesis and catalytic application of sterically demanding phosphines [27][28][29][30][31]33,36] and also of others, [32,[37][38][39][40][41][42][43] herein we report the synthesis and transition metal chemistry of bulky phosphines 3 and 4 appended with sterically demanding 1,2,3triazole core. The electron-rich bulky monophosphine 4 together with Pd 2 (dba) 3 was found to be an excellent catalyst for Suzuki-Miyaura coupling and amination reactions.…”