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High yielding synthesis of chiral donor-acceptor catenanes

DOI: 10.1021/acs.joc.8b01629 DOI Help

Authors: Mehrafarin Eilbigi Dehkordi (University of Bath) , Vijay Luxami (University of Bath) , G. Dan Pantos (University of Bath)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: The Journal Of Organic Chemistry

State: Published (Approved)
Published: August 2018
Diamond Proposal Number(s): 12668 , 15055

Abstract: We report the synthesis of [2]catenanes (Hopf links) in water utilising disulfides and aromatic donor-acceptor interactions. The electron-rich dialkoxynaphthalene (DN) building blocks interact with electron-deficient naphthalenediimide (NDI) moieties con-nected by a polyamine chain. We study the effect of the polyamine linkers on the behaviour 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.

Subject Areas: Chemistry

Instruments: B23-Circular Dichroism