2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization,The Journal of Organic Chemistry

当前位置： X-MOL 学术 › J. Org. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-03-13 00:00:00 , DOI: 10.1021/acs.joc.7b03234
Martin Jakubec ₁ , Tomáš Beránek ₁ , Pavel Jakubík ₁ , Jan Sýkora ₁ , Jaroslav Žádný ₁ , Vladimír Církva ₁ , Jan Storch ₁

Affiliation

The synthesis of 2-bromo[6]helicene was revised and improved up to 51% yield. Its reactivity was thoroughly investigated, and a library of 17 different carbon, boron, nitrogen, phosphorus, oxygen and sulfur substituted derivatives was prepared. The racemization barrier for 2-bromo[6]helicene was determined, and the usage of enantiomers in the synthesis of optically pure helicenes was rationalized. The three most energy-demanding reactions using enantiomerically pure 2-bromo[6]helicene were tested in order to confirm the predicted enantiomeric excess.

中文翻译：

2-溴[6]螺旋烯为[6]螺旋烯官能化的关键中间体

修订了2-溴[6]螺旋烯的合成方法，并将其产率提高到51％。对其反应性进行了彻底研究，并制备了一个由17种不同的碳，硼，氮，磷，氧和硫取代的衍生物组成的库。确定了2-溴[6]螺旋的外消旋化障碍，并合理化了对映异构体在光学纯螺旋烯的合成中的使用。测试了使用对映体纯的2-溴[6]螺旋烯的三个最需要能量的反应，以确认预测的对映体过量。

更新日期：2018-03-13

点击分享查看原文

点击收藏

阅读更多本刊最新论文