TY - JOUR
T1 - Synthesis of Decaarylanthracene with Nine Different Substituents
AU - Asako, Takashi
AU - Suzuki, Shin
AU - Tanaka, Shuhei
AU - Ota, Eisuke
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grant Number JP19H02726 (to J.Y.). We thank Prof. Yasuhide Inokuma (Hokkaido University) for assistance with X-ray crystallography. The Materials Characterization Central Laboratory in Waseda University is acknowledged for the support of HRMS measurements
Publisher Copyright:
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PY - 2020/12/4
Y1 - 2020/12/4
N2 - A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxides and a [4 + 2] cycloaddition with a double benzyne precursor afforded a multiply arylated naphthalene derivative. Subsequently, the naphthalene derivative was converted into a naphthalyne, and then a [4 + 2] cycloaddition of another thiophene S-oxide provided decaarylanthracenes with nine different aryl groups.
AB - A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxides and a [4 + 2] cycloaddition with a double benzyne precursor afforded a multiply arylated naphthalene derivative. Subsequently, the naphthalene derivative was converted into a naphthalyne, and then a [4 + 2] cycloaddition of another thiophene S-oxide provided decaarylanthracenes with nine different aryl groups.
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U2 - 10.1021/acs.joc.0c02218
DO - 10.1021/acs.joc.0c02218
M3 - Article
AN - SCOPUS:85096527765
SN - 0022-3263
VL - 85
SP - 15437
EP - 15448
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 23
ER -