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Zhang Y, Kubicki J, Platz MS. Evidence of hydrogen migration in an alkylphenyldiazirine excited state. Org Lett. 2010;12(14):3182-4doi: 10.1021/ol101127c.
Zhang, Y., Kubicki, J., & Platz, M. S. (2010). Evidence of hydrogen migration in an alkylphenyldiazirine excited state. Organic letters, 12(14), 3182-4. https://doi.org/10.1021/ol101127c
Zhang, Yunlong, et al. "Evidence of hydrogen migration in an alkylphenyldiazirine excited state." Organic letters vol. 12,14 (2010): 3182-4. doi: https://doi.org/10.1021/ol101127c
Zhang Y, Kubicki J, Platz MS. Evidence of hydrogen migration in an alkylphenyldiazirine excited state. Org Lett. 2010 Jul 16;12(14):3182-4. doi: 10.1021/ol101127c. PMID: 20572673.
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Org Lett. 2010 Jul 16;12(14):3182-4. doi: 10.1021/ol101127c.

Evidence of hydrogen migration in an alkylphenyldiazirine excited state.

Organic letters

Yunlong Zhang, Jacek Kubicki, Matthew S Platz

Affiliations

  1. Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.

PMID: 20572673 DOI: 10.1021/ol101127c

Abstract

Ultrafast photolysis (350 nm) of alkylphenyldiazirines promotes the diazirine to the S(1) excited state. Solvent and substituent effects on the excited state lifetimes indicate that the S(1) state is highly polarized and undergoes a [1,2]-H shift in concert with nitrogen extrusion in cyclohexane.

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