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Sunday, 1 October 2017


1,2-Bis(3-methoxyphenyl)benzene (5)
str1 str2 str3
 1H NMR (500 MHz, DMSO-d6): δ 3.59 (s, 6H), 6.65 (dd, J = 2.5, 1.5 Hz, 2H), 6.70 (ddd, J = 7.5, 1.5, 1.0 Hz, 2H), 6.78 (ddd, J= 8.0, 2.5, 1.0 Hz, 2H), 7.16 (t, J = 8.0 Hz, 2H), 7.40–7.46 (m, 4H).
13C NMR (126 MHz, DMSO-d6): δ 54.8, 112.4, 115.0, 121.7, 127.7, 129.0, 130.2, 139.8, 142.4, 158.7.
HRMS (TOF MS EI+) for C20H18O2 [M]+: calcd 290.1307, found 290.1303.

Efficient and Practical Synthesis of Electron Transport Material and Its Key Intermediate

 State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou, Zhejiang 310014, P. R. China
 Department of Materials Science and Engineering, Arizona State University, Tempe, Arizona 85284, United States
Org. Process Res. Dev., Article ASAP
DOI: 10.1021/acs.oprd.7b00280
*E-mail: guijieli@zjut.edu.cn., *E-mail: sheyb@zjut.edu.cn.


Abstract Image
An efficient and practical synthesis of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene 4 from two cheap commodity chemicals in five steps with a total yield of 48.6% was developed. This process had been successfully applied in the synthesis of electron transport material (ETM) BPyTP-2 in the gram scale with a total yield of 47.2%. This practical development of the key intermediate 4 opens a door in its further application in the synthesis of other triphenylene-based ETMs and host materials in the materials field.