Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer

Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer

© 2016 Elsevier B.V. All rights reserved. Photophysical properties of the smallest o-hydroxy Schiff base, 2-(iminomethyl)phenol (IMP), were elucidated using B3LYP and RI-ADC(2) methods. Cis-enol is the most stable conformation in ground state. Potential energy profiles show that enol-keto tautomeriz...

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Main Authors: Rathawat Daengngern, Chanatkran Prommin, Thanyada Rungrotmongkol, Vinich Promarak, Peter Wolschann, Nawee Kungwan
Format: Journal
Published: 2018
Subjects:
Chemistry
Physics and Astronomy
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84971509056&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/55448
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-554482018-09-05T03:13:38Z Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer Rathawat Daengngern Chanatkran Prommin Thanyada Rungrotmongkol Vinich Promarak Peter Wolschann Nawee Kungwan Chemistry Physics and Astronomy © 2016 Elsevier B.V. All rights reserved. Photophysical properties of the smallest o-hydroxy Schiff base, 2-(iminomethyl)phenol (IMP), were elucidated using B3LYP and RI-ADC(2) methods. Cis-enol is the most stable conformation in ground state. Potential energy profiles show that enol-keto tautomerization occurs with a small barrier. However, isomerization from cis- to trans-keto is not possible because of a high barrier. The trans-keto tautomer is only accessible through a conical intersection (CI) after excited-state intramolecular proton transfer (ESIPT). Dynamics results show that cis-enol undergoes ultrafast ESIPT to give cis-keto. Regions of CI may be initiated to yield keto forms through radiativeless process with torsion twist of about 40-50°. 2018-09-05T02:56:05Z 2018-09-05T02:56:05Z 2016-07-16 Journal 00092614 2-s2.0-84971509056 10.1016/j.cplett.2016.05.065 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84971509056&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/55448
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemistry
Physics and Astronomy
spellingShingle Chemistry
Physics and Astronomy
Rathawat Daengngern
Chanatkran Prommin
Thanyada Rungrotmongkol
Vinich Promarak
Peter Wolschann
Nawee Kungwan
Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
description © 2016 Elsevier B.V. All rights reserved. Photophysical properties of the smallest o-hydroxy Schiff base, 2-(iminomethyl)phenol (IMP), were elucidated using B3LYP and RI-ADC(2) methods. Cis-enol is the most stable conformation in ground state. Potential energy profiles show that enol-keto tautomerization occurs with a small barrier. However, isomerization from cis- to trans-keto is not possible because of a high barrier. The trans-keto tautomer is only accessible through a conical intersection (CI) after excited-state intramolecular proton transfer (ESIPT). Dynamics results show that cis-enol undergoes ultrafast ESIPT to give cis-keto. Regions of CI may be initiated to yield keto forms through radiativeless process with torsion twist of about 40-50°.
format Journal
author Rathawat Daengngern
Chanatkran Prommin
Thanyada Rungrotmongkol
Vinich Promarak
Peter Wolschann
Nawee Kungwan
author_facet Rathawat Daengngern
Chanatkran Prommin
Thanyada Rungrotmongkol
Vinich Promarak
Peter Wolschann
Nawee Kungwan
author_sort Rathawat Daengngern
title Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
title_short Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
title_full Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
title_fullStr Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
title_full_unstemmed Theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
title_sort theoretical investigation of 2-(iminomethyl)phenol in the gas phase as a prototype of ultrafast excited-state intramolecular proton transfer
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84971509056&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/55448
_version_ 1681424507677442048

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