High-yielding synthesis of chiral donor–acceptor catenanes

Mehrafarin Eilbigi Dehkordi, Vijay Luxami, Dan Pantos

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5 Citations (Scopus)

Abstract

We report the synthesis of [2]catenanes (Hopf links) in water utilizing disulfides and aromatic donor–acceptor interactions. The electron-rich dialkoxynaphthalene (DN) building blocks interact with electron-deficient naphthalenediimide (NDI) moieties connected by a polyamine chain. We study the effect of the polyamine linkers on the behavior of the library. The polyamine’s length and the number of nitrogen atoms in the chain affect the library distribution, leading in some cases to the assembly of catenanes in up to 93% yield.
Original languageEnglish
Pages (from-to)11654-11660
Number of pages7
JournalJournal of Organic Chemistry
Volume83
Issue number19
Early online date27 Aug 2018
DOIs
Publication statusPublished - 5 Oct 2018

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