A Genuine Intramolecular Proton Relay System Undergoing Excited-State Double Proton Transfer Reaction | Zendy

KuoChun Tang | Zendy; Chyi-Lin Chen | Zendy; HsiaoHan Chuang | Zendy; JienLian Chen | Zendy; YiJu Chen | Zendy; YiChih Lin | Zendy; JiunYi Shen | Zendy; WeiPing Hu | Zendy; PiTai Chou | Zendy

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A Genuine Intramolecular Proton Relay System Undergoing Excited-State Double Proton Transfer Reaction

Author(s) -

KuoChun Tang,

Chyi-Lin Chen,

HsiaoHan Chuang,

JienLian Chen,

YiJu Chen,

YiChih Lin,

JiunYi Shen,

WeiPing Hu,

PiTai Chou

Publication year - 2011

Publication title -

the journal of physical chemistry letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.563

H-Index - 203

ISSN - 1948-7185

DOI - 10.1021/jz201439w

Subject(s) - intramolecular force , proton , tautomer , excited state , chemistry , photochemistry , hydrogen bond , stereochemistry , molecule , atomic physics , physics , organic chemistry , quantum mechanics

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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