Metal-Free Aerobic C-N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor-Acceptor Complexation

Molecules. 2023 Jan 1;28(1):356. doi: 10.3390/molecules28010356.

Abstract

This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor-acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic potential for aerobic C-N bond formation without using a metal catalyst and photosensitizer. Three naphthylamines were examined and afforded desired C-N bond formation product in moderate yield.

Keywords: C–N functionalization; UV light; hydroamination; photoactivation; photocatalyst-free.

MeSH terms

  • Amination
  • Amines / chemistry
  • Electrons*
  • Metals
  • Styrene* / chemistry

Substances

  • Styrene
  • Amines
  • Metals