Directed Ortho Metallation of Deep Cavity Cavitands:  Functionalizing Molecular Concavity

Laughrey, Z. R.; Gibb, B. C. Directed Ortho Metallation of Deep Cavity Cavitands:  Functionalizing Molecular Concavity. The Journal of Organic Chemistry 2006, 71, 1289-1294.

Abstract

Directed ortho metallation (DOM) processes have been used to functionalize the cavity and rim of title cavitand 1. The preorganization of the host resulted in a considerable reduction in the range of products produced. Thus, whereas sixty-nine products are possible from per-functionalization, only twelve were observed when the host was treated with three different alkyllithiums.
Last updated on 02/09/2023