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Building Functionality into 4′‐Hydrazone Derivatives of 2,2′: 6′,2″‐Terpyridine
Authors:Jonathon?E Beves  Edwin?C Constable  Catherine?E Housecroft  Markus Neuburger  Silvia Schaffner  Jennifer?A Zampese
Institution:1. Department of Chemistry, University of Basel, Spitalstrasse 51, CH‐4056 Basel, (phone: +41‐61‐2671008;2. fax: +41‐61‐2671018)
Abstract:The syntheses of the five 2,2′: 6′,2″‐terpyridine (tpy) ligands 5 – 9 functionalized in the 4′‐position with a hydrazone substituent RR′C?N? NH (R=R′=Me; R=H, R′=4‐BrC6H4, 4‐O2NC6H4, 4‐MeOC6H4, or 3,5‐(MeO)2C6H3) are described. Protonation of the tpy domain of the ligands is facile. Solution behaviour has been studied by NMR and electronic spectroscopies. Representative structural data are presented for neutral and monoprotonated ligands, and illustrate that H‐bonding involving the formal amine NH unit is a dominant structural motif in all cases.
Keywords:2  2′  :   6′    2″  ‐Terpyridine  Hydrazone  Hydrogen bond  X‐Ray crystallography
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