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The cyclization temperature drops by 100 °C when the 2,2′-bipyridine moiety of enediyene 1 is coordinated by a Hg2+ ion (as in 2). This noncovalent interaction induces a change in conformation that is translated into a significantly increased proclivity for Bergman cyclization. This approach could be used, in principle, to activate strained, inactive enediyne prodrugs for cytotoxic action. tfa = F3CCO2
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König et al. (1995) studied this question.
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