Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden.
University of Bremen, Institute for Analytical and Organic Chemistry, Bremen, Germany.
Chem Commun (Camb). 2023 Apr 25;59(34):5047-5050. doi: 10.1039/d3cc01060k.
-Functionalized azobenzenes are much sought after molecular switches, as they may be tuned to absorb in the visible range of light and the ()-isomers can have high thermal half-lives. To enable straightforward access to these targets, we have developed a synthetic route novel -substituted azobenzene-functionalized diaryliodonium salts. Selective transfer of the azobenzene moiety to O-, N-, C- and S-nucleophiles under mild, transition metal-free conditions gives access to an unprecedented range of -substituted azobenzenes. The photoswitching properties of the reagents were investigated and the structure was determined by X-ray crystallography.
功能化偶氮苯是备受关注的分子开关，因为它们可以被调谐以吸收可见光范围内的光，并且 ()-异构体可以具有高的热半衰期。为了能够直接获得这些目标物，我们开发了一种合成路线，即新型 -取代偶氮苯功能化的二芳基碘鎓盐。在温和、无过渡金属的条件下，将偶氮苯部分选择性地转移到 O、N、C 和 S 亲核试剂上，可以获得前所未有的 -取代偶氮苯。我们研究了试剂的光致开关性质，并通过 X 射线晶体学确定了结构。
