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Issue 34, 2008
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The photodecomposition mechanism of tert-butyl-9-methylfluorene-9-percarboxylate: new insight from femtosecond IR spectroscopy

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Abstract

The ultrafast photodissociation of tert-butyl-9-methylfluorene-9-percarboxylate (TBFC) is studied by mid-infrared transient absorption spectroscopy after UV excitation at 266 nm. By means of 13C-labeled TBFC and additional DFT calculations transient IR bands in the fingerprint region were unambiguously assigned to the methylfluorenyl radical. The experiments show that the fragmentation is controlled by the S1-lifetime of TBFC and, dependent on the solvent, within 0.8–2.1 ps leads to tert-butyloxy and methylfluorenyl radicals plus CO2via concerted bond breakage of the O–O and the fluorenyl–C(carbonyl) bond. In accordance, the CO2 quantum yield is determined to be unity.

Graphical abstract: The photodecomposition mechanism of tert-butyl-9-methylfluorene-9-percarboxylate: new insight from femtosecond IR spectroscopy

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Article information


Submitted
15 Apr 2008
Accepted
22 May 2008
First published
27 Jun 2008

Phys. Chem. Chem. Phys., 2008,10, 5218-5224
Article type
Paper

The photodecomposition mechanism of tert-butyl-9-methylfluorene-9-percarboxylate: new insight from femtosecond IR spectroscopy

C. Reichardt, J. Schroeder and D. Schwarzer, Phys. Chem. Chem. Phys., 2008, 10, 5218
DOI: 10.1039/B806359A

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