Chemi- and Bioluminescence of Cyclic Peroxides,Chemical Reviews

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Chemi- and Bioluminescence of Cyclic Peroxides
Chemical Reviews ( IF 51.4 ) Pub Date : 2018-03-01 00:00:00 , DOI: 10.1021/acs.chemrev.7b00649
Morgane Vacher ₁ , Ignacio Fdez. Galván ₁ , Bo-Wen Ding ₂ , Stefan Schramm ₃ , Romain Berraud-Pache ₄ , Panče Naumov ₃ , Nicolas Ferré ₅ , Ya-Jun Liu ₂ , Isabelle Navizet ₄ , Daniel Roca-Sanjuán ₆ , Wilhelm J. Baader ₇ , Roland Lindh _{1,

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Affiliation

Bioluminescence is a phenomenon that has fascinated mankind for centuries. Today the phenomenon and its sibling, chemiluminescence, have impacted society with a number of useful applications in fields like analytical chemistry and medicine, just to mention two. In this review, a molecular-orbital perspective is adopted to explain the chemistry behind chemiexcitation in both chemi- and bioluminescence. First, the uncatalyzed thermal dissociation of 1,2-dioxetane is presented and analyzed to explain, for example, the preference for triplet excited product states and increased yield with larger nonreactive substituents. The catalyzed fragmentation reaction and related details are then exemplified with substituted 1,2-dioxetanone species. In particular, the preference for singlet excited product states in that case is explained. The review also examines the diversity of specific solutions both in Nature and in artificial systems and the difficulties in identifying the emitting species and unraveling the color modulation process. The related subject of excited-state chemistry without light absorption is finally discussed. The content of this review should be an inspiration to human design of new molecular systems expressing unique light-emitting properties. An appendix describing the state-of-the-art experimental and theoretical methods used to study the phenomena serves as a complement.

中文翻译：

环氧化物的化学发光和生物发光

生物发光是使人类着迷了数百年的现象。如今，这种现象及其同级化学发光已经在社会上产生了影响，在分析化学和医学等领域有许多有用的应用，仅举两个。在这篇综述中，从分子轨道的角度来解释化学发光和生物发光中化学激发背后的化学反应。首先，介绍并分析了1,2-二氧杂环丁烷的未催化热解离作用，以解释，例如，对三线态激发产物态的偏爱和较大的非反应性取代基对产率的提高。然后以取代的1，2-二氧杂环丁酮物质为例说明催化的裂解反应和相关细节。特别地，说明了在这种情况下对单重激发产物状态的偏爱。审查还检查了自然界和人工系统中特定解决方案的多样性，以及识别发射物种和解开色彩调制过程的困难。最后讨论了不吸收光的激发态化学的相关主题。这篇评论的内容应该是对表达独特发光特性的新分子系统进行人类设计的启发。附录描述了用于研究该现象的最新实验和理论方法，可作为补充。这篇评论的内容应该是对表达独特发光特性的新分子系统进行人类设计的启发。附录描述了用于研究该现象的最新实验和理论方法，可作为补充。这篇评论的内容应该是对表达独特发光特性的新分子系统进行人类设计的启发。附录描述了用于研究该现象的最新实验和理论方法，可作为补充。

更新日期：2018-03-01

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