NDLI: Monitoring ultrafast intramolecular proton transfer processes in an unsymmetric β-diketone.

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Monitoring ultrafast intramolecular proton transfer processes in an unsymmetric β-diketone.

Content Provider	Semantic Scholar
Author	Verma, Pramod Kumar Steinbacher, Andreas F. Koch, Federico Nuernberger, Patrick Brixner, Tobias
Copyright Year	2015
Abstract	We report the experimental determination of the intramolecular enol-enol tautomerization rate of an unsymmetric β-diketone, benzoylacetone, with femtosecond transient absorption in the ultraviolet. Initially, there is an equilibrium of two possible enolic structures in solution, which is disturbed upon UV excitation by exciting a disproportionate fraction of one enolic form. Comparison to symmetric β-diketones, acetylacetone and dibenzoylmethane, suggests that ground-state proton transfer gives rise to additional dynamics in benzoylacetone due to the dissimilarity of the two enolic forms. In the excited state of the molecules, the intramolecular H-bond is initially broken, followed by photochemical processes towards rotamer structures. Our studies therefore disclose intramolecular proton transfer among electronic ground as well as excited states of benzoylacetone. Considering the importance of β-diketones as a common model of enol-enol tautomerization and their resemblance to enzymatic enolates, the present study provides valuable information on the ultrafast mechanism of intramolecular proton transfer processes.
Starting Page	221
Ending Page	225
Page Count	5
File Format	PDF HTM / HTML
Alternate Webpage(s)	https://pkverma.weebly.com/uploads/4/7/5/8/47586013/31)_2015_pccp_17()_8459-8466.pdf
Alternate Webpage(s)	http://www.rsc.org/suppdata/cp/c4/c4cp05811a/c4cp05811a1.pdf
Alternate Webpage(s)	https://pubs.rsc.org/en/content/getauthorversionpdf/C4CP05811A
PubMed reference number	25655027v1
Alternate Webpage(s)	https://doi.org/10.1039/c4cp05811a
DOI	10.1039/c4cp05811a
Journal	Physical chemistry chemical physics : PCCP
Volume Number	17
Issue Number	13
Language	English
Access Restriction	Open
Subject Keyword	3-Phosphoshikimate 1-carboxyvinyltransferase 3-oxoadipate enol-lactonase activity Excitation Pathologic Processes Protons acetylacetone benzoylacetone dibenzoylmethane enol
Content Type	Text
Resource Type	Article

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