Excited-state intramolecular proton transfer in non-fused five- and fused six-membered ring pyrrole-pyridine hydrogen bond systems

2018 ◽  
Vol 54 ◽  
pp. 177-183 ◽  
Author(s):  
Chaozheng Li ◽  
Donglin Li ◽  
Yating Shi ◽  
Yufang Liu
Keyword(s):  
Hydrogen Bond ◽  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Membered Ring

New six- and seven-membered ring pyrrole–pyridine hydrogen bond systems undergoing excited-state intramolecular proton transfer

2014 ◽  
Vol 50 (95) ◽  
pp. 15026-15029 ◽  
Author(s):  
Zhiyun Zhang ◽  
Yen-Hao Hsu ◽  
Yi-An Chen ◽  
Chi-Lin Chen ◽  
Tzu-Chieh Lin ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Excited State ◽  
Proton Transfer ◽  
Reaction Dynamics ◽  
Intramolecular Proton Transfer ◽  
Membered Ring ◽  
Bonding Systems

The six- and seven-membered ring pyrrole–pyridine hydrogen bonding systems are developed, which undergo excited-state intramolecular proton transfer with distinct reaction dynamics.

Understanding difficulties of irregular number-membered ring transition states for intramolecular proton transfer in excited state

Tetrahedron ◽  
2017 ◽  
Vol 73 (4) ◽  
pp. 403-410 ◽  
Author(s):  
Xiaozhuan Qin ◽  
Ge Ding ◽  
Zhenqiang Wang ◽  
Yulong Gong ◽  
Fang Gao ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Transition States ◽  
Intramolecular Proton Transfer ◽  
Membered Ring

scholarly journals Excited-state intramolecular proton transfer in a bioactive flavonoid provides fluorescence observables for recognizing its engagement with target proteins

2019 ◽  
Vol 18 (9) ◽  
pp. 2270-2280 ◽  
Author(s):  
Davide Vanossi ◽  
Monica Caselli ◽  
Giorgia Pavesi ◽  
Chiara Borsari ◽  
Pasquale Linciano ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Excited State ◽  
Proton Transfer ◽  
Bond Formation ◽  
Intermolecular Hydrogen Bond ◽  
Intramolecular Proton Transfer ◽  
Hydrogen Bond Formation ◽  
Target Proteins ◽  
Emission Properties

Intra- vs. intermolecular hydrogen-bond formation and ESIPT in a bioactive flavonoid result in different emission properties and provide a clue for recognizing its binding to target proteins.

Elaborating a new excited state intramolecular proton transfer (ESPT) mechanism for a new π-conjugated dye 2, 2′-((5-(2-(4-methoxyphenyl)ethenyl)-benzene-1,1-diyl)-bis-(nitrilomethylylidene)-diphenol)

2018 ◽  
Vol 96 (3) ◽  
pp. 351-357 ◽  
Author(s):  
Dapeng Yang ◽  
Min Jia ◽  
Xiaoyan Song ◽  
Qiaoli Zhang
Keyword(s):  
Hydrogen Bond ◽  
Excited State ◽  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Proton Transfer ◽  
Density Functional ◽  
Dynamical Behavior ◽  
Intramolecular Proton Transfer ◽  
Intramolecular Hydrogen Bonds ◽  
Intramolecular Hydrogen

In this work, the excited state dynamical behavior of a novel π-conjugated dye 2,2′-((5-(2-(4-methoxyphenyl)ethenyl)-benzene-1,1-diyl)-bis-(nitrilomethylylidene)-diphenol) (C1) has been investigated. Two intramolecular hydrogen bonds of C1 are tested to pre-existing in the ground state via AIM and reduced density gradient. Using a time-dependent density functional theory (TDDFT) method, it has been substantiated that the intramolecular hydrogen bonds of C1 should be strengthened in the S1 state via analyzing fundamental bond length, bond angles, and corresponding infrared vibrational modes. The most obvious variation of these two hydrogen bonds is the O4–H5···N6 bond, which might play important roles in excited state behavior for the C1 system. Furthermore, based on electronic excitation, charge transfer could occur. Just due to this kind of charge re-distribution, two hydrogen bonds should be tighter in the first excited state, which is consistent with the variation of hydrogen bond lengths. Thus, the phenomenon of charge transfer is reasonable evidence for confirming the occurrence of the excited state proton transfer (ESPT) process in the S1 state. Our theoretically constructed potential energy surfaces of C1 show that excited state single proton transfer should occur along with the O4–H5···N6 hydrogen bond rather than the O1–H2···N3 bond. We not only clarify the ESIPT mechanism for C1 but put forward new affiliation and explain a previous experiment successfully.

The Quest of Excited-State Intramolecular Proton Transfer via Eight-Membered Ring π-Conjugated Hydrogen Bonding System

2017 ◽  
Vol 12 (23) ◽  
pp. 3010-3015 ◽  
Author(s):  
Fan-Yi Meng ◽  
Yen-Hao Hsu ◽  
Zhiyun Zhang ◽  
Pei-Jhen Wu ◽  
Yi-Ting Chen ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Membered Ring ◽  
Bonding System ◽  
Hydrogen Bonding System
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