Journal
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
Volume 48, Issue 4, Pages 975-985Publisher
WILEY
DOI: 10.1002/pola.23861
Keywords
crown ether; crystal structure; host-guest systems; macrocycles; mass spectrometry; pseudorotaxane; self-organization; supramolecular polymer
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MALDI-TOF MS of the heteroditopic compound 2-(benzylammoniomethyl)dibenzo-24-crown-8 hexafluorophosphate (4) revealed oligomeric daisy chain species up to the hexamer. Similar results were obtained for 2-(6'-hydroxyhexylammoniomethyl)dibenzo-24-crown-8 hexafluorophosphate (8). The complexations of two substituted dibenzylammonium salts, 2,2'-dimethyldibenzylammonium hexaflurophosphate (9a) and 2,2',5-trimethoxydibenzylammonium hexafluorophosphate (9b), with dibenzo-24-crown-8 were examined as models for slippage systems; association constants are reported for these systems. A crystal structure is reported for the new dimethylbenzylammonoium pseudorotaxane. The trimethoxy analog is shown to be capable of slippage formation of a rotaxane, albeit in low yield. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 975-985, 2010
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