菲基环丁酮光化学生成烯酮

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-10-29 DOI:10.1016/j.tet.2024.134344

Alexander D. Roth, Zhazira Koldasbay, Brett H. Ford, Khaidar Kairbek, Heejoon Ahn, Tarini S. Hardikar, Katherine M. Lane, Sarah M. Haynes, Dasan M. Thamattoor

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引用次数: 0

摘要

以前的研究表明，各种 9,10-环丙烷化菲是许多不同类型碳烯的可行光化学前体。文献中还有一个已知的例子，即在激光闪烁光解研究中使用相关方法从菲衍生的环丁酮生成二苯基乙烯。为了扩大这种前景广阔但利用率不高的生成烯酮方法的应用范围，本报告介绍了几种菲基环丁酮的合成和表征，以及随后对它们进行光解以生成各种烯酮的过程。这些烯酮与菲一起通过环丁酮分子的形式 2 + 2 环还原反应生成，并被苄醇和苄胺截留，分别形成相应的苄酯和酰胺。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photochemical generation of ketenes from phenanthrene-based cyclobutanones

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Photochemical generation of ketenes from phenanthrene-based cyclobutanones

Various 9,10-cyclopropanated phenanthrenes have been shown previously to be viable photochemical precursors to many different types of carbenes. There is also one known example in the literature of a related approach used to generate diphenylketene from a phenanthrene-derived cyclobutanone in a laser flash photolysis study. In an effort to broaden the scope of this promising yet under-utilized method of ketene generation, the synthesis and characterization of several phenanthrene-based cyclobutanones, and their subsequent photolysis to produce a variety of ketenes, are presented in this report. The ketenes are produced, along with phenanthrene, by a formal 2 + 2 cyclo-reversion of the cyclobutanone moiety and have been intercepted by benzyl alcohol and benzyl amine to form the corresponding benzyl esters and amides respectively.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.