Toward Organic Photohydrides: Excited-State Behavior of 10-Methyl-9-phenyl-9,10-dihydroacridine

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• 作者：Xin Yang ; Janitha Walpita ; Dapeng Zhou ; Hoi Ling Luk ; Shubham Vyas ; Rony S. Khnayzer ; Subodh C. Tiwari ; Kadir Diri ; Christopher M. Hadad ; Felix N. Castellano ; Anna I. Krylov ; Ksenija D. Glusac
• 刊名：Journal of Physical Chemistry B
• 出版年：2013
• 出版时间：December 12, 2013
• 年：2013
• 卷：117
• 期：49
• 页码：15290-15296
• 全文大小：371K
• 年卷期：v.117,no.49(December 12, 2013)
• ISSN：1520-5207

文摘

The excited-state hydride release from 10-methyl-9-phenyl-9,10-dihydroacridine (PhAcrH) was investigated using steady-state and time-resolved UV/vis absorption spectroscopy. Upon excitation, PhAcrH is oxidized to the corresponding iminium ion (PhAcr⁺), while the solvent (acetonitrile/water mixture) is reduced (52% of PhAcr⁺ and 2.5% of hydrogen is formed). The hydride release occurs from the triplet excited state by a stepwise electron/hydrogen-atom transfer mechanism. To facilitate the search for improved organic photohydrides that exhibit a concerted mechanism, a computational methodology is presented that evaluates the thermodynamic parameters for the hydride ion, hydrogen atom, and electron release from organic hydrides.