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Gas-phase preparation of the dibenzo[e,l]pyrene (C24H14) butterfly molecule via a phenyl radical-mediated ring annulation
Chemical Communications ( IF 4.3 ) Pub Date : 2024-01-04 , DOI: 10.1039/d3cc05371g
Shane J. Goettl, Andrew M. Turner, Bing-Jian Sun, Agnes H. H. Chang, Patrick Hemberger, Ralf I. Kaiser

A high temperature phenyl-mediated addition–cyclization–dehydrogenation mechanism to form peri-fused polycyclic aromatic hydrocarbon (PAH) derivatives—illustrated through the formation of dibenzo[e,l]pyrene (C24H14)—is explored through a gas-phase reaction of the phenyl radical (C6H5˙) with triphenylene (C18H12) utilizing photoelectron photoion coincidence spectroscopy (PEPICO) combined with electronic structure calculations. Low-lying vibrational modes of dibenzo[e,l]pyrene exhibit out-of-plane bending and are easily populated in high temperature environments such as combustion flames and circumstellar envelopes of carbon stars, thus stressing dibenzo[e,l]pyrene as a strong target for far-IR astronomical surveys.

中文翻译:

通过苯基自由基介导的成环气相制备二苯并[e,l]芘 (C24H14) 蝶形分子

通过气体-探索了高温苯基介导的加成-环化-脱氢机制,以形成全稠合多环芳烃(PAH)衍生物——通过二苯并[ e,l ]芘(C 24 H 14)的形成来说明。利用光电子光电离子符合光谱 (PEPICO) 结合电子结构计算,苯基 (C 6 H 5 ˙) 与苯并菲 (C 18 H 12 )发生相反应。二苯并[ e,l ]芘的低位振动模式表现出面外弯曲,并且很容易在高温环境中填充,例如燃烧火焰和碳星的星周包层,因此强调二苯并[ e,l ]芘作为远红外天文调查的有力目标。
更新日期:2024-01-04
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