Effective targeting of proton transfer at ground and excited states of ortho-(2′-imidazolyl)naphthol constitutional isomers

2015 ◽  
Vol 17 (4) ◽  
pp. 2404-2415 ◽  
Author(s):  
Thaís C. F. Oliveira ◽  
Luiz F. V. Carmo ◽  
Bárbara Murta ◽  
Luís G.T.A. Duarte ◽  
Rene A. Nome ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Excited States ◽  
Structural Alignment ◽  
Electronic Effects

Besides electronic effects at the excited state, ground and excited state acidities are largely affected by proximity and structural alignment.

scholarly journals Photoacidity as a tool to rationalize excited state intramolecular proton transfer reactivity in flavonols

2018 ◽  
Vol 17 (2) ◽  
pp. 231-238 ◽  
Author(s):  
Luís Gustavo Teixeira Alves Duarte ◽  
José Carlos Germino ◽  
Cláudia de Ávila Braga ◽  
Cristina Aparecida Barboza ◽  
Teresa Dib Zambon Atvars ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Excited States ◽  
Intramolecular Proton Transfer ◽  
Flavonol Derivatives ◽  
Proton Transfer Reactivity ◽  
Electronic Ground

Determination of acidic strengths at the electronic ground and excited states of flavonol derivatives.

Unexpected electronic effects on benzotriazole UV absorber photostability: Mechanistic implications beyond excited state intramolecular proton transfer

2002 ◽  
Vol 74 (1) ◽  
pp. 55-61 ◽  
Author(s):  
Joseph C. Suhadolnik ◽  
Anthony D. DeBellis ◽  
Carmen Hendricks-Guy ◽  
Revathi Iyengar ◽  
Mervin G. Wood
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Electronic Effects ◽  
Uv Absorber

Excited-state deactivation mechanisms of protonated and neutral phenylalanine: a theoretical study

RSC Advances ◽  
2015 ◽  
Vol 5 (37) ◽  
pp. 29032-29039
Author(s):  
Reza Omidyan ◽  
Mitra Ataelahi ◽  
Gholamhassan Azimi
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Excited States ◽  
Theoretical Study ◽  
Minimum Energy ◽  
Bond Stretching ◽  
Minimum Energy Paths ◽  
Electronic Ground

Minimum energy paths (MEPs) of protonated phenylalanine (PheH+) at the electronic ground and S1 (1ππ*) excited states along the Cα–Cβ bond stretching coordinate, following proton transfer to the aromatic chromophore.

Ground-state and excited-state multiple proton transfer via a hydrogen-bonded water wire for 3-hydroxypyridine

2014 ◽  
Vol 38 (9) ◽  
pp. 4458-4464 ◽  
Author(s):  
Ye Wang ◽  
Hang Yin ◽  
Ying Shi ◽  
Mingxing Jin ◽  
Dajun Ding
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Excited States ◽  
Ground State ◽  
Transfer Reactions ◽  
Proton Transfer Reactions ◽  
Hydrogen Bonded

The multiple proton transfer reactions of 3-hydroxypyridine-(H2O)3 have been demonstrated, and a perfect proton transfer cycle has been revealed in the ground and excited states.

New excited state intramolecular proton transfer (ESIPT) dyes based on naphthalimide and observation of long-lived triplet excited states

2012 ◽  
Vol 48 (78) ◽  
pp. 9720 ◽  
Author(s):  
Jie Ma ◽  
Jianzhang Zhao ◽  
Pei Yang ◽  
Dandan Huang ◽  
Caishun Zhang ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Excited States ◽  
Intramolecular Proton Transfer ◽  
Triplet Excited States

The Electron Localization Function in Excited States: The Case of the Ultra-Fast Proton Transfer of the Salicylidene Methylamine

2019 ◽  
Author(s):  
Andrea Echeverri ◽  
Tatiana Gómez ◽  
Patricio Fuentealba ◽  
Boris Maulen ◽  
Carlos Cardenas
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Chemical Bond ◽  
Excited States ◽  
Ground State ◽  
Topological Analysis ◽  
Photochemical Reactions ◽  
Electron Localization Function ◽  
Electron Localization ◽  
Localization Function

The physical characterization of the chemical bond in the ground state has been a central theme to theoretical chemistry. Among many techniques, quantum chemical topology (QCT) has emerged as a robust technique to understand the features of the chemical bond and electron organization within molecules. One consolidate tool within QCT is the topological analysis of the electron localization function (ELF). Most research on ELF and chemical bond has focused either on singlet ground states or the first excited triplet. However, most photochemical reactions and photophysical processes occur in excited states with the same spin-symmetry as the ground state. In this work, we develop a proposal on how to compute the ELF in excited states of any symmetry within linear-response time-dependent density functional theory. Then, we study the evolution of the chemical bonds in the ground and excited state intramolecular proton transfer (ESIPT) of a prototypal Schiff Base (the salicylidene methylamine, Scheme 1). We found that the topological analysis of the ELF along reaction paths explain the presence of a barrier for the proton transfer in the ground state and the absence of it in the excited state. Briefly, in the ground state, the cleavage of the O-H bond results in a structure with high electrostatic potential energy due to an excess of electron lone-pairs (3) in the Oxygen atom, which explains the barrier. In the excited state, the electronic transition promotes an enhancement of the basicity of Nitrogen by allocating three nonbonding electrons in the basin of its lone-pair. This excess of electrons in the N exerts an electrostatic attraction of the proton, which we suggest as the primary driven-force of the barrierless reaction. Because in excited states the molecule can develop more vibrational kinetic energy than in the ground state, we perfumed an ab initio molecular dynamics of the proton transfer in the excited state and corroborate that our conclusions on the topology of the ELF do not change due to dynamic effects.

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