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Piperazine Bridged Thianorrole Dimer

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c04199

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The oxidative cyclization of open chain thiabilanes resulted in the formation of unique piperazine bridged thianorrole dimers instead of thianorrole monomers as expected. These thianorrole dimers are formed by linking two thianorrole monomeric units through two direct pyrrole C-C bonds involving inverted pyrrole and adjacent pyrrole rings of each thianorrole macrocycle, forming a six-membered piperazine ring that bridges the two thianorrole macrocycles. Spectral studies indicated that these thianorrole dimers are nonaromatic in nature.
Oxidative cyclization of open chain thiabilanes yielded the first examples of unique piperazine bridged thianorrole dimers instead of the expected thianorrole monomer. In the thianorrole dimer, the two thianorrole monomeric units are linked via two direct pyrrole C-C bonds by involving the inverted pyrrole and adjacent pyrrole rings of each thianorrole macrocycle and generate a six-membered piperazine ring that bridges the two thianorrole macrocycles. The spectral studies indicated that the thianorrole dimers are nonaromatic in nature.

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