Tuning rate of the bergman cyclization of benzannelated enediynes with ortho substituents.
[reaction: see text] The Bergman cyclization of benzannelated enediynes is highly sensitive to ortho substitution. This finding opens possibilities for the rational design of conformer-specific and pH-dependent DNA-cleaving agents.
Alabugin
Igor V
IV
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA. alabugin@chem.fsu.edu
Manoharan
Mariappan
M
Kovalenko
Serguei V
SV
D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D004247:DNA / Q000737:chemistry*; D008968:Molecular Conformation
D000480:Alkynes; D004247:DNA