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Phenylacetylene Macrocycles with Two Opposing Bipyridine Donor Sites: Syntheses, X‐ray Structure Determinations, and Ru Complexation
Author(s) -
Henze Oliver,
Lentz Dieter,
Schäfer Andreas,
Franke P.,
Schlüter A. Dieter
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20020118)8:2<357::aid-chem357>3.0.co;2-9
Subject(s) - phenylacetylene , sonogashira coupling , chemistry , molecule , bipyridine , yield (engineering) , crystallography , solvent , 2,2' bipyridine , solubility , stereochemistry , crystal structure , materials science , palladium , catalysis , organic chemistry , metallurgy
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 exo ‐cyclically 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.