Amine-Promoted beta-Elimination of a beta-Aryloxy Aldehyde for Fluorogenic Chemodosimeters

作者:Leslie Amanda K; Li Dandan; Koide Kazunori*
来源:Journal of Organic Chemistry, 2011, 76(16): 6860-6865.
DOI:10.1021/jo200947e

摘要

We previously reported a fluorescent chemodosimeter for ozone. The beta-elimination step after the ozonolysis of the chemodosimeter was too slow to be practical for real-time monitoring of ozone. We examined primary, secondary, and tertiary amines at various pHs. It was found that pyrrolidine in pH 9 buffer could accelerate the elimination to generate a fluorescence signal. The elimination step is now sufficiently rapid to monitor ozone exposure in real time. We also discovered that azetidine was distinctly effective for the same elimination reaction in a pH 6 buffer.

  • 出版日期2011-8-19