An iridium-catalyzed acylmethylation and a rhodium-catalyzed amidation of naphthalene derivatives are reported, adopting sulfoxonium ylides and dioxazolones as carbene and nitrene transfer agents, respectively. The use of SMe group as a directing group was key to ensure the peri-selective functionalization, and it can be easily removed or diversely transformed to other synthetically useful functionalities
Thioether-Directed <i>Peri</i>-Selective C–H Arylation under Rhodium Catalysis: Synthesis of Arene-Fused Thioxanthenes
作者:Sanghun Moon、Yuji Nishii、Masahiro Miura
DOI:10.1021/acs.orglett.8b03675
日期:2019.1.4
direct C–H arylation of naphthalene and anthracene was developed with the assistance of a thioether directing group. The reaction proceeded with exclusive peri-selectivity, and the series of coupling products were readily transformed into the corresponding sulfur-containing polyaromatics. Charge-transport properties of the provided dithiapyrenes were evaluated by computational studies.
A photoelectric conversion element uses organic materials and is provided with improved quantum efficiency and response rate. The organic photoelectric conversion element includes, in a photoelectric conversion layer, p-type molecules represented by Formula (1):
in which A represents any one of oxygen, sulfur or selenium, any one of R1 to R4 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, the remainder of R1 to R4 each represent hydrogen, any one of R5 to R8 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, and the remainder of R5 to R8 each represent hydrogen.