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在α-蒎烯的每个可用碳原子上进行位点特异性氘掺入的策略与战术。

Strategies and Tactics for Site Specific Deuterium Incorporation at Each Available Carbon Atom of α-Pinene.

作者信息

Luo Jingyi, Upshur Mary Alice, Vega Marvin, Doering Nicolle A, Varelas Jonathan, Ren Zhouyang, Geiger Franz M, Sarpong Richmond, Thomson Regan J

机构信息

Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States.

Department of Chemistry, University of California, Berkeley, California 94720, United States.

出版信息

J Org Chem. 2024 Oct 4;89(19):14265-14278. doi: 10.1021/acs.joc.4c01702. Epub 2024 Sep 22.

Abstract

The development of several unique strategies and tactics for the synthesis of α-pinene isotopologues that has culminated in access to all eight possible isomers with deuterium incorporated selectively at each available carbon atom is described. Access to this library of isotopologues provides new tools to more fully investigate the atmospheric autoxidation of α-pinene, a complex process that plays a major role in the formation of secondary organic aerosol in the Earth's atmosphere.

摘要

本文描述了几种独特的策略和方法用于合成α-蒎烯同位素异构体,最终成功获得了所有八种可能的异构体,其中氘选择性地掺入到每个可利用的碳原子上。获得这个同位素异构体库为更全面地研究α-蒎烯的大气自氧化提供了新工具,α-蒎烯的大气自氧化是一个复杂过程,在地球大气中二次有机气溶胶的形成中起主要作用。

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本文引用的文献

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α-Pinene: A never-ending story.α-蒎烯:一个永无止境的故事。
Phytochemistry. 2021 Oct;190:112857. doi: 10.1016/j.phytochem.2021.112857. Epub 2021 Aug 5.

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