Đorđević Luka, Milano Domenico, Demitri Nicola, Bonifazi Davide
School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, United Kingdom.
Department of Chemical and Pharmaceutical Sciences, Trieste; University of Trieste, via Licio Giorgieri 1, Trieste 34127, Italy.
Org Lett. 2020 Jun 5;22(11):4283-4288. doi: 10.1021/acs.orglett.0c01331. Epub 2020 May 19.
We take advantage of the Pummerer oxidative annulation reaction to extend PAHs through the formation of an intramolecular C-O bond with a suitable phenol substituent. Depending on the peripheral topology of the PAH precursor (e.g., pyrene, boron-dipyrromethene, or perylene diimide) five-, six-, and seven-membered O-containing rings could be obtained. The effect of the O-annulations on the optoelectronic properties were studied by various methods with the pyrano-annulated pyrene and BODIPY derivatives depicting quantitative emission quantum yields.
我们利用普默勒尔氧化环化反应，通过与合适的酚取代基形成分子内碳 - 氧键来扩展多环芳烃（PAHs）。根据PAH前体的外围拓扑结构（例如芘、硼二吡咯亚甲基或苝二酰亚胺），可以得到五元、六元和七元含氧化合物环。通过各种方法研究了氧环化对光电性质的影响，其中吡喃并芘和BODIPY衍生物具有定量的发射量子产率。
