Ultrafast branching of reaction pathways in 2-(2'-hydroxyphenyl)benzothiazole in polar acetonitrile solution.

doi:10.1021/jp202277t

Paper

Ultrafast branching of reaction pathways in 2-(2'-hydroxyphenyl)benzothiazole in polar acetonitrile solution.

Published Jun 9, 2011 · O. Mohammed, S. Luber, V. Batista

The journal of physical chemistry. A

Q2 SJR score

69

Citations

2

Influential Citations

Full textSemantic Scholar

Abstract

In a combined study on the photophysics of 2-(2'-hydroxyphenyl)-benzothiazole (HBT) in polar acetonitrile utilizing ultrafast infrared spectroscopy and quantum chemical calculations, we show that a branching of reaction pathways occurs on femtosecond time scales. Apart from the excited-state intramolecular hydrogen transfer (ESIHT) converting electronically excited enol tautomer into the keto tautomer, known to be the dominating mechanism of HBT in nonpolar solvents such as cyclohexane and tetrachloroethene, in acetonitrile solution twisting also occurs around the central C-C bond connecting the hydroxyphenyl and benzothiazole units in both electronically excited enol and keto tautomers. The solvent-induced intramolecular twisting enables efficient internal conversion pathways to both enol and keto tautomers in the electronic ground state. Whereas relaxation to the most stable enol tautomer with twisting angle Θ = 0° implies full ground state recovery, a small fraction of HBT molecules persists as the keto twisting conformer with the twisting angle Θ = 180° for delay times extending beyond 120 ps.

Study Snapshot

Ultrafast branching of reaction pathways in 2-(2'-hydroxyphenyl)-benzothiazole in polar acetonitrile solution enables efficient internal conversion pathways to both enol and keto tautomers in the electronic ground state.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Ultrafast branching of reaction pathways in 2-(2'-hydroxyphenyl)benzothiazole in polar acetonitrile solution.

Sign up to use Study Snapshot

References

TD‐DFT study on the sensing mechanism of a fluorescent chemosensor for fluoride: Excited‐state proton transfer

The fluorescence sensing mechanism of a fluoride chemosensor involves excited-state proton transfer, which explains red shifts in fluorescence spectra.

Parallel ultrafast E-C ring closure and E-Z isomerisation in a photochromic furylfulgide studied by femtosecond time-resolved spectroscopy.

Photo-induced parallel E-C ring closure and E-Z isomerisation in photochromic furylfulgide leads to conformer-specific photoreactions, with a (C):(Z) product ratio of about 2:1.

Ultrafast internal conversion pathway and mechanism in 2-(2'-hydroxyphenyl)benzothiazole: a case study for excited-state intramolecular proton transfer systems.

Ultrafast internal conversion in 2-(2'-hydroxyphenyl)benzothiazole (HBT) leads to a 2.6 ps lifetime in the gas phase, with a barrierless reaction path on the S(0) surface.

Spectroscopic Tracking of Structural Evolution in Ultrafast Stilbene Photoisomerization

Ultrafast stilbene photoisomerization reveals gradual structural changes and changes in restoring force, enabling detailed reaction visualization in other photoisomerizing systems.

Chemical dynamics of vibrationally excited molecules: Controlling reactions in gases and on surfaces

Different vibrational modes in methane and its isotopologues can control chemical reactions, with symmetric stretching vibrations being up to 10 times more reactive than antisymmetric stretching vibrations.

Citations