title: Site-selective sequential coupling reactions controlled by "Electrochemical Reaction Site Switching": a straightforward approach to 1,4-bis(diaryl)buta-1,3-diynes.
abstract: Site-selective sequential coupling reactions directed toward bis(diaryl)butadiynes are described. The reaction site could be controlled completely by the on/off application of electricity. The electro-oxidative homo-coupling of terminal alkynes (electricity ON) and the subsequent Suzuki-Miyaura coupling (electricity OFF) afforded bis(diaryl)butadiynes in high yields. The obtained 1,4-bis(diaryl)butadiynes could be converted to a 2,5-bis(diaryl)thiophene derivative, which exhibited blue fluorescence.
authors.affiliation: Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsuhsima-naka, Okayama 700-8530, Japan. mitsudo@cc.okayama-u.ac.jp
authors.forename: Koichi
authors.initials: K
authors.lastname: Mitsudo
authors.forename: Natsuyo
authors.initials: N
authors.lastname: Kamimoto
authors.forename: Hiroki
authors.initials: H
authors.lastname: Murakami
authors.forename: Hiroki
authors.initials: H
authors.lastname: Mandai
authors.forename: Atsushi
authors.initials: A
authors.lastname: Wakamiya
authors.forename: Yasujiro
authors.initials: Y
authors.lastname: Murata
authors.forename: Seiji
authors.initials: S
authors.lastname: Suga
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D053280:Diynes / Q000138:chemical synthesis* / Q000737:chemistry; D055664:Electrochemical Techniques / Q000379:methods*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry
chemical_list: D000480:Alkynes; D053280:Diynes; D010165:Palladium