Synthesis of 2,5-bis{(diethyl-3′-indolyl)methyl}furan and its N, N′-dimetallated complexes (lithium, sodium and potassium): X-ray crystal structures of 2,5-bis{(diethyl-3′-indolyl)methyl}furan and the polymeric tetrahydrofuran adduct of the dilithiated complex

Abstract

The synthesis of 2,5-bis{(diethyl-3′-indolyl)methyl}furan by the acid catalysed condensation of 2,5-bis(diethylhydroxymethyl)furan with indole is presented. Dilithium, disodium and dipotassium derivatives are prepared by the reaction of the bis(indole) with n-BuLi, NaH and K, respectively, in the presence of various Lewis bases. The X-ray structures of 2,5-bis{(diethyl-3′-indolyl)methyl}furan and the dilithiated derivative (as a polymeric tetrahydrofuran adduct) are reported.