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Organic letters

Facile, completely regioselective 1,4-hydrogenations of C(60)-diaryltetrazine monoadducts


PMID 11009353

Abstract

Thermal Diels-Alder reactions between C(60) and electron-deficient 3, 6-diaryl-1,2,4,5-tetrazines yield monoadducts possessing a diaryldihydropyridazine function nested atop the fullerene. The diaryldihydropyridazine functions direct a completely regioselective 1,4-hydrogenation, resulting in a racemic mixture of bifunctional bisadduct (+/-)-3.

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403555
3,6-Diphenyl-1,2,4,5-tetrazine, 98%
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