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Building Functionality into 4′-Hydrazone Derivatives of 2,2′: 6′,2″-Terpyridine

✍ Scribed by Jonathon E. Beves; Edwin C. Constable; Catherine E. Housecroft; Markus Neuburger; Silvia Schaffner; Jennifer A. Zampese

Publisher
John Wiley and Sons
Year
2009
Tongue
German
Weight
378 KB
Volume
92
Category
Article
ISSN
0018-019X

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✦ Synopsis

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‐BrC~6~H~4~, 4‐O~2~NC~6~H~4~, 4‐MeOC~6~H~4~, or 3,5‐(MeO)~2~C~6~H~3~) 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.

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New 4′-Functionalized 2,2′:6′,2′′-Terpyr
New 4′-Functionalized 2,2′:6′,2′′-Terpyridines for Applications in Macromolecular Chemistry and Nanoscience
✍ Philip R. Andres; Ralph Lunkwitz; Gunther R. Pabst; Karlheinz Böhn; Daan Wouters 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 310 KB

## Abstract The well‐known reaction of 4′‐chloro‐2,2′:6′,2′′‐terpyridine with alkoxide nucleophiles leads to 4′‐functionalized 2,2′:6′,2′′‐terpyridines. This reaction allows the easy introduction of different functional groups onto the terpyridine at the 4′‐position, i.e. opposite to the metal bind