Synthesis of 1,8-Dihydroxy-9,10-dihydroanthracene

Abstract

Abstract: Dihydroxy-9,10-dihydroanthracene has a strong potential as the intermediate in the synthesis of organic opto-electronic materials. It was synthesized from 1,8-dihydroxy-9,10-anthraquinone by the methylation, reduction(zinc/acetic acid, sodium/ethanol)and demethylation. The total yield was 37. The reduction of 1,8-dimethoxy-9,10-anthraquinone with sodium borohydride/trifluroacetic acid generated novel anthrone dimer, and its crystal structure was determined by X-ray diffraction. The crystal data indicate that anthrone dimer adopts a less overlapped transoid conformation and the two methoxyl groups and carbonyl group exist in the different sides of the dimer.

Key words: Anthraquinone reduction, 9,10-Dihydroanthracene, Anthrone dimer, Crystal structure

CLC Number:

O626

TrendMD:

SHI Zheng-Wei, LI Ying, LU Guo-Yuan. Synthesis of 1,8-Dihydroxy-9,10-dihydroanthracene[J]. Chem. J. Chinese Universities, 2005, 26(4): 667.

References

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