化学
异苯并呋喃
卟啉
区域选择性
立体选择性
组合化学
立体化学
有机化学
催化作用
作者
Morten K Peters,Fynn Röhricht,Christian Näther,Rainer Herges
出处
期刊:Organic Letters
[American Chemical Society]
日期:2018-12-11
卷期号:20 (24): 7879-7883
被引量:17
标识
DOI:10.1021/acs.orglett.8b03433
摘要
A Diels–Alder strategy is reported to synthesize the complete set of hydroporphyrins: chlorins, bacteriochlorins, isobacteriochlorins, and pyrrocorphins. Porphyrins and Ni-porphyrins react with isobenzofuran in very high yields at 70 °C to form the corresponding chlorins. Electron-deficient porphyrins react with a second equivalent of isobenzofuran yielding exclusively bacteriochlorin (82%), and Ni-porphyrin gives only isobacteriochlorin (99%). All cycloadditions are completely regio- and stereoselective. The regiochemistry is correctly predicted using the ACID method.
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