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Published on: November 29, 2018
Photoisomerization as a trigger for Bergman cyclization: synthesis and reactivity of azoenediynes
Moumita Kar1, Amit Basak, Manish Bhattacharjee
1Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India.
Abstract:
Cyclic enediynes 1a and 2a containing stable E-azo moiety (azoenediynes) have been synthesized. These compounds upon irradiation with long wavelength UV isomerize to the Z-compounds 1b and 2b, which can be thermally reisomerized to the Z compounds. Reactivity studies toward BC using DSC predictably indicate higher reactivity for the Z-isomers. Our studies may provide a novel way to modulate the reactivity of enediynes under thermal or photochemical conditions.
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