Synthesis and switching properties of new derivatives of azoresveratrol

被引:7
|
作者
Berthet, Jerome [1 ]
Agouridas, Laurence [2 ]
Chen, Siyao [2 ]
Allouchi, Hassan [3 ]
Melnyk, Patricia [2 ]
Champagne, Benoit [4 ]
Delbaere, Stephanie [1 ]
机构
[1] Univ Lille, LASIR Lab Spectrochim Infra Rouge & Roman, CNRS, UMR 8516, F-59000 Lille, France
[2] Univ Lille, Ctr Rech Jean Pierre Aubert Neurosci & Canc, CHU Lille, INSERM,JPArc,UMR S 1172, F-59000 Lille, France
[3] Univ Tours, Fac Pharm, EA SIMBA Lab Chim Phys 7502, 31 Ave Monge, F-37200 Tours, France
[4] Univ Namur, Theoret & Struct Phys Chem Unit, Lab Theoret Chem, Namur Inst Struct Matter, Rue Bruxelles 61, B-5000 Namur, Belgium
关键词
Azobenzene; Photoswitching; Thermal relaxation; UV irradiation; NMR; DFT calculations; TO-TRANS ISOMERIZATION; THERMAL CIS; AZOBENZENE DERIVATIVES; MECHANISM; SOLVENT; RESVERATROL; SUBSTITUENT; STABILITY; PROOF;
D O I
10.1016/j.dyepig.2019.107666
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The synthesis and response upon light irradiation of azoresveratrol and six derivatives are reported. While UV irradiation of para-hydroxy trans compounds leads to thermally unstable cis isomers, the para-methoxy and the para-phosphoric ester substituents result in reaching a high conversion and increasing the thermal stability. In addition, the phosphoric ester azo derivative presents similar properties in organic and aqueous solutions, opening the way towards biological applications.
引用
收藏
页数:9
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