Related Experiment Video
Updated: Jan 30, 2026

Isotopic Effect in Double Proton Transfer Process of Porphycene Investigated by Enhanced QM/MM Method
Published on: July 19, 2019
Theoretical study on excited-state intramolecular proton transfer process of cyanide group substituted
Qianfei Ma1, Chaozheng Li1, Xueli Jia1
1College of Physics and Materials Science, Henan Normal University, Xinxiang 453007, China.
Abstract:
In this work, the influence of cyanide group substituted on the excited-state intramolecular proton transfer of 2-(2-hydroxyphenyl)benzothiazole (HBT) has been theoretical studied. It is found that the intramolecular hydrogen bonds of HBT and its cyanide substituted derivatives are significantly strengthened in the first excited (S1) state, while this strengthening tends to decrease with the substitution of cyano group. The natural population analysis (NPA) is performed to interpret this phenomenon and the calculated results show that the introduction of cyano groups induces intramolecular charge transfer, leading to the decrease of electrostatic interaction of intramolecular hydrogen bond in the S1 state compared to isolated HBT. Therefore, proton transfer of HBT and its derivatives become difficult with the introduction of cyano groups, which is consistent with the calculated potential barriers (1.95, 2.71 and 2.81 kcal/mol respectively) of the three molecules in the S1 state. This work interprets the hindrance of cyanide group on the proton transfer of HBT and its derivatives in the S1 state, which will bring new insight into the study of analogous molecular system.
More Related Videos
08:29Assessment of Myofilament Ca2+ Sensitivity Underlying Cardiac Excitation-contraction Coupling
Published on: August 1, 2016
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Related Concept Videos
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
¹H NMR of Labile Protons: Deuterium (²H) Substitution
Intermolecular vs Intramolecular Forces
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
2° Amines to N-Nitrosamines: Reaction with NaNO2
SN2 Reaction: Kinetics
In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction proceeds. The study to measure this relationship is known as the kinetics of a chemical reaction. Kinetic studies are used to deduce the rate law of a chemical reaction, which provides information about the species involved during the transition state of the rate-determining step. Thus, kinetic studies help to derive the mechanism of a...