期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 143, 期 34, 页码 13501-13506出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c07187
关键词
-
资金
- National Science Foundation [CHE-1665389, NSF/MRI 1229400]
- NIH Shared Instrumentation Grant program [S10OD011952]
- National Institutes of Health Cancer Center Support Grant [CA-77598]
This study presents a sulfurane-mediated method for the formation of dimeric dibenzofuran helicenes under thermal conditions. Experimental and DFT studies support a ligand coupling mechanism involving tetracarbo-ligated S(IV) intermediates, resulting in the generation of polycyclic aromatic compounds with the de novo generation of five new rings in a single operation.
Here we disclose a sulfurane-mediated method for the formation of dimeric dibenzofuran helicenes via the reaction between diaryl sulfoxides and hexadehydro-Diels-Alder (HDDA) derived benzynes. A variety of S-shaped and U-shaped helicenes were formed under thermal conditions. Both experimental and DFT studies support a sulfur(IV)-based coupling (aka ligand coupling) mechanism involving tetracarbo-ligated S(IV) intermediates undergoing reductive elimination to afford the helicene products. This process involves the de novo generation of five new rings in a single operation and constitutes a new method for the construction of topologically interesting, polycyclic aromatic compounds.
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