期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 3, 页码 1556-1560出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202010556
关键词
aromaticity; azaborine; BN heterocycles; cycloparaphenylene; strain
资金
- US National Science Foundation [CHE-1561153]
- Excellence Initiative of Universite de Pau et des Pays de l'Adour I-Site E2S UPPA
- Boston College start-up funds
The BN-doped cycloparaphenylene BN-[10]CPP has been synthesized and characterized, showing unique reactivity for selective reduction of the BN heterocycle and producing a macrocyclic paraphenylene 6 with versatile ketone functionality.
The first example of a BN-doped cycloparaphenylene BN-[10]CPP was synthesized and characterized. Its reactivity and photophysical properties were evaluated in direct comparison to its carbonaceous analogues Mes-[10]CPP and [10]CPP. While the photophysical properties of BN-[10]CPP remains similar to its carbonaceous analogues, the electronic structure changes associated with the introduction of a 1,2-azaborine BN heterocycle into a CPP scaffold enables facile and selective late-stage functionalizations that cannot be accomplished with carbonaceous CPPs. Specifically, Ir-catalyzed hydrogenation of BN-[10]CPP selectively reduces the BN heterocyclic ring, which upon hydrolysis produces a rare example of a macrocyclic paraphenylene 6 incorporating the versatile ketone functionality within the macrocyclic ring.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据