光致变色反应与合成反应的融合：光辅助环化合成高度应变的手性偶氮苯并菲烷。
Fusion of photochromic reaction and synthetic reaction: photoassisted cyclization to highly strained chiral azobenzenophanes.
机构信息
RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
出版信息
Org Lett. 2012 Jul 6;14(13):3252-5. doi: 10.1021/ol300992d. Epub 2012 Jun 13.
PMID:22694191
Abstract
A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene-binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)→(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.
摘要
描述了一种通过结合光致变色和合成反应来合成高度应变环状结构的方法。通过传统的环化反应无法得到紧密连接的偶氮苯-联萘二聚体（R）-4 和（R）-6，但连续应用光照射，诱导偶氮苯部分的（E）→（Z）异构化，使环化反应得以进行，得到所需的手性偶氮苯并环丙烷。
相似文献
1
Fusion of photochromic reaction and synthetic reaction: photoassisted cyclization to highly strained chiral azobenzenophanes.光致变色反应与合成反应的融合：光辅助环化合成高度应变的手性偶氮苯并菲烷。
Org Lett. 2012 Jul 6;14(13):3252-5. doi: 10.1021/ol300992d. Epub 2012 Jun 13.
2
Synthesis and conformation of substituted chiral binaphthyl-azobenzene cyclic dyads with chiroptical switching capabilities.取代手性联萘-偶氮苯环二聚体的合成与构象及其圆二色性开关性能。
Molecules. 2011 Feb 14;16(2):1603-24. doi: 10.3390/molecules16021603.
3
Synthesis and photochemical properties of oligo-ortho-azobenzenes.寡聚邻位偶氮苯的合成及光化学性质。
J Org Chem. 2011 Dec 2;76(23):9826-34. doi: 10.1021/jo201996w. Epub 2011 Nov 1.
4
Kinetic analysis of the thermal isomerisation pathways in an asymmetric double azobenzene switch.不对称双偶氮苯开关中热异构化途径的动力学分析。
Phys Chem Chem Phys. 2012 Apr 7;14(13):4374-82. doi: 10.1039/c2cp23756c. Epub 2012 Feb 22.
5
Sweet switches: azobenzene glycoconjugates synthesized by click chemistry.甜蜜的开关：点击化学合成的偶氮苯糖缀合物。
Chem Commun (Camb). 2012 Aug 4;48(60):7519-21. doi: 10.1039/c2cc33542e. Epub 2012 Jun 25.
6
Photoinduced work function changes by isomerization of a densely packed azobenzene-based SAM on Au: a joint experimental and theoretical study.光诱导的功函数变化由 Au 上紧密堆积的偶氮苯基 SAM 的异构化引起：实验和理论研究的联合研究。
Phys Chem Chem Phys. 2011 Aug 28;13(32):14302-10. doi: 10.1039/c1cp20851a. Epub 2011 Jun 22.
7
A versatile cyclic 2,2'-azobenzenophane with a functional handle and its polymers: efficient synthesis and effect of topological structure on chiroptical properties.一种带有功能手柄的多功能环状2,2'-偶氮苯并环番及其聚合物：高效合成与拓扑结构对旋光性质的影响
Chemistry. 2015 Feb 2;21(6):2324-9. doi: 10.1002/chem.201405940. Epub 2014 Dec 15.
8
Remote-control photocycloreversion of dithienylethene driven by strong push-pull azo chromophores.远程控制由强推-拉偶氮生色团驱动的二噻吩乙烯的光环化反应。
Chem Commun (Camb). 2013 Jun 21;49(49):5556-8. doi: 10.1039/c3cc41538d.
9
Photoinversion of cisoid/transoid binaphthyls.顺式/反式联萘酚的光反转。
Org Lett. 2012 Jan 6;14(1):276-9. doi: 10.1021/ol203053q. Epub 2011 Dec 13.
10
Phthalocyanine-modulated isomerization behaviour of an azo-based photoswitch.基于偶氮的光开关的酞菁调制异构化行为
Chem Commun (Camb). 2006 Mar 28(12):1265-7. doi: 10.1039/b517518f. Epub 2006 Feb 9.
Zotero 插件