Synthesis, structure, and properties of switchable cross-conjugated 1,4-diaryl-1,3-butadiynes based on 1,8-bis(dimethylamino)naphthalene

• Semyon V. Tsybulin,
• Ekaterina A. Filatova,
• Alexander F. Pozharskii,
• Valery A. Ozeryanskii and
• Anna V. Gulevskaya

Beilstein J. Org. Chem. 2023, 19, 674–686, doi:10.3762/bjoc.19.49

• Semyon V. Tsybulin Ekaterina A. Filatova Alexander F. Pozharskii Valery A. Ozeryanskii Anna V. Gulevskaya Department of Chemistry, Southern Federal University, Zorge str. 7, Rostov-on-Don 344090, Russian Federation 10.3762/bjoc.19.49 Abstract A set of novel 1,4-diaryl-1,3-butadiynes terminated by

• systems; 1,4-diaryl-1,3-butadiynes; donor–acceptor systems; Glaser–Hay reaction; Introduction π-Conjugated oligomers and polymers attracted considerable attention from the very start as a promising class of semiconductors, chemosensors, and various electronic devices [1][2]. Although silicon and

• -conjugated backbone and side-chain substituents [1][2][3][4][5]. π-Conjugated oligomers consisting of alternating C≡C bonds and aromatic nuclei, commonly, have a rigid, rod-like structure and exhibit high charge carriers’ mobility [6]. 1,4-Diaryl-1,3-butadiynes is a particular class of such compounds. Both

Pseudo five-component synthesis of 2,5-di(hetero)arylthiophenes via a one-pot Sonogashira–Glaser cyclization sequence

• Dominik Urselmann,
• Dragutin Antovic and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2011, 7, 1499–1503, doi:10.3762/bjoc.7.174

• Sonogashira–Glaser cyclization sequence. Results and Discussion The conversion of 1,4-diaryl-1,3-butadiynes into 2,5-diarylthiophenes by base-mediated cyclization with sodium sulfide or sodium hydrogen sulfide is a literature-known procedure [16][17][18][19][20][21][22][23]. Therefore, we reasoned that the