非对称 6-Oxoverdazyls 的合成、结构和氧化还原特性

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-10-10 DOI:10.1021/acs.orglett.4c02854

Nagalexmi Mamveedu Saji, Madeleine R. Taylor, Daniel M. Mazzucato, Paul J. Low, Li Feng Lim, Nicholas Cox, Nicholas F. Chilton, Stephen A. Moggach, Gemma F. Turner, Marcus J. Giansiracusa, Colette Boskovic, Curtis C. Ho, Stuart C. Thickett, Melissa K. Stanfield, Alex C. Bissember, Rebecca O. Fuller

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引用次数: 0

摘要

我们首次合成了非对称的 6π-电子（"氧化"）6-氧代verdazyls。在正式加入一个氢原子后，会生成相应的 7π 电子中性verdazyl 自由基。7π 自由基可进一步电化学可逆还原为 8π 阴离子。这两个氧化还原过程都发生在比母苄基更温和的电位下，从而调整了 6π、7π 和 8π 苄基物种的可触及电位窗口。

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Synthesis, Structure, and Redox Properties of Nonsymmetric 6-Oxoverdazyls

Nonsymmetric 6π-electron (“oxidized”) 6-oxoverdazyls have been synthesized for the first time. After formal incorporation of a hydrogen atom, the corresponding 7π-electron neutral verdazyl radical is generated. The 7π radical can undergo a further electrochemically reversible reduction to an 8π anion. Both redox processes occur at more moderate potentials than the parent verdazyl, tuning the accessible potential windows of 6π, 7π, and 8π verdazyl species.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.