Citation: Qian Chang Ding, Yun Feng Du, Xin Sheng Li, Dong Cheng Xu. Convenient synthesis of chiral H₄-BINOL via direct hydrogenation of BINOL[J]. Chinese Chemical Letters, ;2010, 21(11): 1277-1280. doi: 10.1016/j.cclet.2010.07.013 shu

Convenient synthesis of chiral H₄-BINOL via direct hydrogenation of BINOL

Zhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Institute of Physical Chemistry, Zhejiang Normal University, Jinhua, 321004, China

Received Date: 19 January 2010

Fund Project: The project was supported by the Science and Technology Department of Zhejiang Province (no.2008C21041) and was partially supported by the NSFC (no.20572101).

A simple, highly effective hydrogenation of chiral BINOL to provide H₄-BINOL in multigram scale with good yield (up to 78% yield) was developed. A series of heterogeneous catalysts was tested in the hydrogenation; the best result was obtained with 5% Pd/C in EtOH under the H₂ pressure of 50 bar for 2 h. This method is a more useful method for practical synthesis of optically pure H₄-BINOL than other available methods.
- Hydrogenation,
- 1,1'-Bi-2-naphthol,
- 5,6,7,8-Tetrahydro-1,1'-bi-2-naphthol,
- Chiral,
- Pd/C
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