Reactions of indigo with quinones in the presence of sodium hydride leads unexpectedly to products containing two indigo subunits; one indigo is featured in a cis configuration and fused via its indole nitrogen atoms to a second indigo at the central C–C bond of the latter. Structural, optical, and redox properties of the new compounds are reported.
H. Hong, C. M. Conover, D. T. Hofsommer, C. A. Sanz and R. G. Hicks, Org. Biomol. Chem., 2020, 18, 5838 DOI: 10.1039/D0OB01368D
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