Multiple Hydrogen Bonds Tuning Guest/Host Excited-State Proton Transfer Reaction: Its Application in Molecular Recognition | Zendy

HeChun Chou | Zendy; Chin-Hao Hsu | Zendy; YiMing Cheng | Zendy; ChungChih Cheng | Zendy; Hsiao-Wei Liu | Zendy; ShihChieh Pu | Zendy; PiTai Chou | Zendy

Open Access

Multiple Hydrogen Bonds Tuning Guest/Host Excited-State Proton Transfer Reaction: Its Application in Molecular Recognition

Author(s) -

HeChun Chou,

Chin-Hao Hsu,

YiMing Cheng,

ChungChih Cheng,

Hsiao-Wei Liu,

ShihChieh Pu,

PiTai Chou

Publication year - 2004

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja039240f

Subject(s) - chemistry , excited state , molecular recognition , hydrogen bond , proton , host (biology) , photochemistry , molecule , organic chemistry , atomic physics , physics , quantum mechanics , ecology , biology

A molecular recognition concept exploiting multiple-hydrogen-bond fine-tuned excited-state proton-transfer (ESPT) was conveyed using 3,4,5,6-tetrahydrobis(pyrido[3,2-g]indolo)[2,3-a:3',2'-j]acridine (1a). The catalytic type 1a/carboxylic acids hydrogen-bonding (HB) complexes undergo ultrafast ESPT, resulting in an anomalously large Stokes shifted tautomer emission (lambdamax approximately 600 nm). Albeit forming a quadruple HB complex, ESPT is prohibited in the noncatalytic-type 1a/urea complexes (lambdamax approximately 430 nm). The HB configuration tuning ESPT properties lead to a feasible design for sensing multiple-HB-site analytes of biological interest.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research