Hydrogen-Bonding Donor-Acceptor Stenhouse Adducts

被引:22
|
作者
Mallo, Neil [1 ]
Tron, Arnaud [2 ]
Andreasson, Joakim [3 ]
Harper, Jason B. [1 ]
Jacob, Lorrie S. D. [1 ]
McClenaghan, Nathan D. [2 ]
Jonusauskas, Gediminas [2 ]
Beves, Jonathon E. [1 ]
机构
[1] UNSW Sydney, Sch Chem, Sydney, NSW 2052, Australia
[2] Univ Bordeaux, CNRS, 351 Cours Liberat, F-33405 Talence, France
[3] Chalmers Univ Technol, Dept Chem & Chem Engn, S-41296 Gothenburg, Sweden
来源
CHEMPHOTOCHEM | 2020年 / 4卷 / 06期
基金
澳大利亚研究理事会;
关键词
host-guest systems; hydrogen bonding; kinetics; photochromism; photoswitching; LIGHT RESPONSIVE POLYMER; VISIBLE-LIGHT; AZOBENZENE PHOTOSWITCHES; NEGATIVE PHOTOCHROMISM; MOLECULAR-RECOGNITION; FATIGUE RESISTANCE; BARBITURATE GUESTS; DIARYLETHENE; PHOTOISOMERIZATION; ISOMERIZATION;
D O I
10.1002/cptc.201900295
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:407 / 412
页数:6
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