THE PHOTOHYDRATION OF 1-(NITROPHENYL)-5,5-DIMETHYL-1,3-HEXADIYNES: THE NITRO SUBSTITUENT EFFECT ON THE EXCITED STATES OF DIACETYLENES

  • Baek, Eun-Kyung (Department of Chemistry, the Korea Advanced Institute of Science and Technology)
  • Published : 1995.06.01

Abstract

The photohydration of 1-(m-nitrophenyl)-5, 5-dimethyl-1, 3-hexadiyne (m-NDHD) affords allenyl ketone compound (1) via triplet excited state which is converted into $\beta$-dicarbonyl compound (2) through thermal hydration. The allenyl ketone is formed by the synchronous addition of water with protonation at C$_1$ indicating that m-NDHD has the reverse polarization and greater electron withdrawing effect in the triplet excited state in comparison with p-NDHD.

Keywords

References

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