314250-12-9Relevant articles and documents
A shape-persistent macrocycle with two opposing 2,2':6',2'-Terpyridine units
Lehmann, Uwe,Dieter Schlueter
, p. 3483 - 3487 (2007/10/03)
The synthesis reported here of the shape-persistent macrocycle 9 with two opposing terpyridine units, and with pendant flexible chains for solubility reasons, was achieved by Suzuki cross-coupling of two 'half-cycles', the bisboronic acid ester 7 and its diiodo counterpart 8. Cycle 9 was obtained on a 100 mg scale in a yield of 20%. It was characterized by FAB mass spectrometry and 1H and 13C NMR spectroscopy. Cycle 9 is the first shape-persistent cycle containing terpyridine units that is larger than cyclosexipyridine. An improved synthesis of the important building block dibromoterpyridine 12 is also presented.