TY - JOUR
T1 - Site-selective sequential coupling reactions controlled by "electrochemical Reaction Site Switching"
T2 - A straightforward approach to 1,4-bis(diaryl)buta-1,3-diynes
AU - Mitsudo, Koichi
AU - Kamimoto, Natsuyo
AU - Murakami, Hiroki
AU - Mandai, Hiroki
AU - Wakamiya, Atsushi
AU - Murata, Yasujiro
AU - Suga, Seiji
PY - 2012
Y1 - 2012
N2 - 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.
AB - 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.
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U2 - 10.1039/c2ob26567b
DO - 10.1039/c2ob26567b
M3 - Article
C2 - 23132218
AN - SCOPUS:84870035414
SN - 1477-0520
VL - 10
SP - 9562
EP - 9569
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 48
ER -