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Inside Cover: Acid–Base Driven Ligand Exchange with Palladium(II) “Click” Complexes (Asian J. Org. Chem. 3/2015)
Author(s) -
Noor Asif,
Maloney Daniel L.,
Lewis James E. M.,
Lo Warrick K. C.,
Crowley James D.
Publication year - 2015
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201590005
Subject(s) - palladium , chemistry , click chemistry , pyridine , cycloaddition , ligand (biochemistry) , triazole , combinatorial chemistry , protonation , 1,2,3 triazole , azide , catalysis , organic chemistry , biochemistry , receptor , ion
Inspired by biological molecular machines, the development of synthetic nanotechnologies that exploit controlled molecular‐level motion is on the rise. In their Communication on page 208, James D. Crowley et al. report two simple palladium(II) pyridine 2,6‐dicarboxamide complexes coordinated to copper(I)‐catalyzed azide and alkyne cycloaddition (CuAAC)‐derived “click” 1,2,3‐triazole ligands. Treatment of the palladium(II) pyridine‐2,6‐carboxamide “click” complexes with the more basic 4‐dimethylaminopyridine (DMAP) ligand leads to the complete displacement of the 1,2,3‐triazole unit from the palladium complex. Addition of a stoichiometric amount of acid causes protonation of the DMAP and quantitative formation of the “click” complex. Upon neutralizing the acidic solution with NaOH the palladium(II) DMAP complex is reformed. As 1,2,3‐triazole ligands can be readily synthesized using the CuAAC “click” reaction this acid‐base driven switching mechanism could potentially be exploited to generate a wide variety of pH‐responsive nanomachines.