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Intermolecular C−C Coupling between 1‐Methyl‐1,2,3‐Triazole and 2,2′‐Bipyridine or 1,10‐Phenanthroline in Mo II Complexes
Author(s) -
Fombona Sergio,
Pérez Julio,
Díaz Jesús,
Riera Lucía
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703524
Subject(s) - chemistry , deprotonation , protonation , moiety , medicinal chemistry , cationic polymerization , reactivity (psychology) , phenanthroline , intermolecular force , ligand (biochemistry) , nucleophile , bipyridine , stereochemistry , cyclopentene , polymer chemistry , crystallography , molecule , organic chemistry , crystal structure , catalysis , ion , medicine , biochemistry , receptor , pathology , alternative medicine
Unsupported 1‐methyl‐1,2,3‐triazole has been coordinated to {Mo(η 3 ‐methallyl)(CO) 2 (N‐N)} (N‐N=2,2′‐bipyridine, bipy; or 1,10‐phenanthroline, phen) fragments, yielding cationic complexes that can be regarded as metalated triazolium salts. Their reactivity towards a strong base led to the deprotonation of the C5−H group of the triazole moiety, followed by an intermolecular nucleophilic attack to the ortho CH group of a bipy or phen ligand affording cyclic, bimetallic dearomatized C−C coupling products. The reaction of the neutral bipy derivative with an acid led to the formation of dihydropyridyl units by protonation of a CH group of the dearomatized rings, the dimeric nature of complexes being mantained upon protonation.