Hydrogen-Bonding Donor-Acceptor Stenhouse Adducts
Journal article, 2020

The binding of donor-acceptor Stenhouse adducts (DASAs) bearing hydrogen-bond recognition groups by Hamilton-type receptors significantly influenced their photoswitching properties by altering thermal barriers to isomerization. The thermal barrier between the most stable linear isomer and the photogenerated isomer is lowered on binding to a receptor, and this barrier is crucial for switching properties. The thermal isomerization was shown to proceed via a stepwise linear-enol-keto mechanism in DMSO where the tautomerisation barrier is within 2 kJ . mol(-1) of that of the rate-determining step, which may be important for analyzing switching properties.


host-guest systems



hydrogen bonding


Neil Mallo

University of New South Wales (UNSW)

Arnaud Tron

University of Bordeaux

Joakim Andreasson

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry

Jason B. Harper

University of New South Wales (UNSW)

Lorrie S. D. Jacob

University of New South Wales (UNSW)

Nathan D. McClenaghan

University of Bordeaux

Gediminas Jonusauskas

University of Bordeaux

J. E. Beves

University of New South Wales (UNSW)


23670932 (eISSN)

Vol. 4 6 407-412

Subject Categories

Polymer Chemistry

Polymer Technologies

Other Basic Medicine

Areas of Advance

Nanoscience and Nanotechnology



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