A Genuine Intramolecular Proton Relay System Undergoing Excited-State Double Proton Transfer Reaction
The Journal of Physical Chemistry Letters2011Vol. 2(24), pp. 3063–3068
Citations Over TimeTop 12% of 2011 papers
Kuo‐Chun Tang, Chyi-Lin Chen, Hsiao‐Han Chuang, Jien‐Lian Chen, Yi‐Ju Chen, Yi‐Chih Lin, Jiun‐Yi Shen, Wei‐Ping Hu, Pi‐Tai Chou
Abstract
7-Hydroxyquinoline-8-carboxylic acid (1), which possesses dual intramolecular hydrogen bonds, undergoes excited-state intramolecular double proton transfer, (ESIDPT) resulting in a quinolinone-like tautomer emission (λmax ∼ 470 nm). ESIDPT of 1 is cooperative, as evidenced by chemically blocking either proton donating site. While the overall rate of ESIDPT is higher than the system response limit, (220 fs)–1, the theoretical approach favors a concerted, asynchronous ESIDPT with a rather small or negligible barrier, demonstrating an intrinsic proton relay system that undergoes intramolecular double proton transfer in the electronic excited state.
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