Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study was written by Heckershoff, Robin;Schnitzer, Tobias;Diederich, Tim;Eberle, Lukas;Kraemer, Petra;Rominger, Frank;Rudolph, Matthias;Hashmi, A. Stephen K.. And the article was included in Journal of the American Chemical Society in 2022.Product Details of 67237-53-0 This article mentions the following:
A straightforward synthesis to access meta/para-dipyrrolobenzenes I [R = R1 = Ph, 2-naphthyl, 4-MeOC6H4, etc.; R3 = R4 = H, n-octyl], II [R5 = R6 = H, Ph, 2-H2NC6H4, 2-BrC6H4] and para-dipyrrolopyrazines III [R7 = R8 = TIPS, Ph] in high yields using a bidirectional gold-catalyzed cyclization strategy. The versatility of reaction protocol was showcased by preparing dipyrroloarenes with different substituents, various functional groups, and in a multitude of substitution patterns. Furthermore, the dipyrroloarenes could be post-modified by N-alkylation to improve the solubility or bromination to yield precursors for further derivatization via cross-coupling. Investigation of the photophys. properties of the-mostly unprecedented-dipyrroloarenes I, II, III and dialkyne precursors were identified strong blue emitters such as the di-Ph meta-dipyrrolobenzene with a quantum yield of 98%. Moreover, changes in the solvent polarity or interactions with Lewis acids such as borane could be used to fine-tune the photophys. properties of the fluorophores. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Product Details of 67237-53-0).
3-Ethynylthiophene (cas: 67237-53-0) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Product Details of 67237-53-0
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem