One Stone Three Birds: Regiodivergent Access to Amino-Substituted Benzophospholes and Their Structure-Property Relationships

J Org Chem. 2022 Sep 2;87(17):11478-11490. doi: 10.1021/acs.joc.2c01078. Epub 2022 Aug 22.

Abstract

Three series new NH2-benzophosphole oxides were synthesized from cycloaddition of o-aminophenyl phosphine oxide with alkynes. The relationship between the location of the amino group and the photophysical properties were studied by absorption and emission spectroscopies and theoretical calculation. 4-NH2-benzophosphole oxides show strong fluorescence emission and high fluorescence quantum efficiency. This "One stone three birds" process provides rapid access to multiple organophosphorus-based luminogens for the structure-property relationship study.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes*
  • Animals
  • Birds
  • Fluorescence
  • Molecular Structure
  • Oxides*

Substances

  • Alkynes
  • Oxides