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1.
J Org Chem ; 89(7): 5098-5103, 2024 Apr 05.
Article in English | MEDLINE | ID: mdl-38452258

ABSTRACT

We report herein the synthesis and characterization of a phosphorus-containing cyclic azobenzene as a new photoswitchable scaffold. This backbone reveals high bidirectional photoswitching yields and high thermal stability for both isomers, with t1/2 > 90 days at 60 °C. Both E- and Z-isomers have been characterized by UV-vis spectroscopy and X-ray crystallography.

2.
Chem Commun (Camb) ; 57(78): 10079-10082, 2021 Sep 30.
Article in English | MEDLINE | ID: mdl-34514480

ABSTRACT

We disclose here dibenzotriazonines as a new class of nine-membered cyclic azobenzenes displaying a nitrogen function in the saturated ring chain. The specific features of these compounds are (i) a preferred E-configuration, (ii) high bi-directional photoswitching and (iii) good thermal stability of both E- and Z-forms.

3.
Dalton Trans ; 50(21): 7284-7292, 2021 Jun 01.
Article in English | MEDLINE | ID: mdl-33955431

ABSTRACT

Diphosphines displaying azobenzene scaffolds and the corresponding bis-gold chloride complexes have been prepared and fully characterized by photophysical, spectroscopic and X-ray diffraction studies. DFT calculations provide complementary information on their electronic, structural and spectroscopic properties. Comparative investigations have been carried out on compounds featuring phosphorus functions in the meta- and para-positions, respectively, with respect to the azo functions, as well as on diphosphines with an ortho-tetrafluoro substituted azobenzene core. The effects of the substitution patterns on structural and spectroscopic properties are discussed.

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