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Functionalized Bis(triazolyl)phenylmethanol–palladium(II) Catalysts for Cross Coupling Reactions in Water
Author(s) -
Ampawa Supanan,
Kethong Chanin,
Kiriratnikom Jiraya,
Phomphrai Khamphee,
Sangtrirutnugul Preeyanuch
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800822
Subject(s) - sonogashira coupling , palladium , catalysis , chemistry , coupling reaction , denticity , polymer chemistry , crystal structure , medicinal chemistry , organic chemistry
Pd II ‐bis(triazolyl)phenylmethanol complexes bearing different groups (i. e., H, OMe, OH, COOH) directly attached to the benzyl rings were explored as precatalysts for copper‐free Sonogashira and Suzuki–Miyaura coupling reactions in water. Crystal structures reveal a bidentate N,N binding mode of the bis(triazolyl) ligands affording a distorted square planar Pd II complexes. With the exception of the phenol‐substituted bis(triazolyl) ligands, the other three Pd complexes exhibited high activities toward Suzuki–Miyaura coupling reactions. Transmission electron microscopy (TEM) study and PPh 3 poisoning experiments confirm that bis(triazoly)‐stabilized Pd nanoparticles (Pd NPs) were generated in situ during the catalytic reactions and involved as one of the active catalytic species in the Suzuki–Miyaura cross coupling.