Supramolecular chemistry of monochiral naphthalenediimides

Tom W Anderson, G Dan Pantos, Jeremy K M Sanders

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Three new N-desymmetrised naphthalenediimides (NDIs) are described, each containing one chiral and one achiral centre. The ability of such 'monochiral' NDIs to self-assemble into hydrogen-bonded helical nanotubes, to act as a sergeant in a 'sergeants-and-soldiers' system and to form a hexameric receptor for C70 was examined. Small differences at the achiral centre were found to have significant effects on the supramolecular properties of the NDI. All three new NDIs form nanotubes that bind C60, but with different efficiencies, and one is a better sergeant than any of the dichiral NDIs investigated to date.
Original languageEnglish
Pages (from-to)7547-7553
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number21
DOIs
Publication statusPublished - 7 Nov 2011

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