Phenylacetylene Macrocycles with Two Opposing Bipyridine Donor Sites: Syntheses, X-ray Structure Determinations, and Ru Complexation

✍ Scribed by Oliver Henze; Dieter Lentz; Andreas Schäfer; P. Franke; A. Dieter Schlüter

• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: English
• Weight: 267 KB
• Volume: 8
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/1521-3765(20020118)8:2<357::aid-chem357>3.0.co;2-9

✦ Synopsis

Reaction of the known macrocycle 1 a, which contains two bipyridine units in opposing sides, with two equivalents of [Ru(bipy) 2 Cl 2 ] furnishes the doubly exocyclically complexed macrocycle 8 a in 55 % yield. Synthesis of the shape-persistent macrocycle 1 c by Hagihara ± Sonogashira cross-coupling chemistry of suitably functionalized building blocks is reported. This macrocycle was also converted into a Ru complex (8 c). X-ray analysis of single crystals of 1 b and 1 c shows a layered structure that contains ™channels∫ filled with solvent molecules and parts of the flexible chains, with which the cycle is decorated for solubility reasons.