Abstract
| - The present report describes the first isolation of monomeric N-alkoxyarylaminyls and their chemicaland magnetic properties. Reaction of the corresponding lithium amides of 2,4-diaryl-6-tert-butylanilines, 2,6-diaryl-4-tert-butylanilines, or 2,4,6-triarylanilines with tert-butyl peroxybenzoatein THF at −78 °C yielded quite persistent N-tert-butoxy-2,4-diaryl-6-tert-butylphenylaminyls (1),N-tert-butoxy-2,6-diaryl-4-tert-butylphenylaminyls (2), and N-tert-butoxy-2,4,6-triarylphenylaminyls(3), respectively, which were isolated in the monomeric form in 17−25% yields. All radicals preparedwere oxygen insensitive and thermally very stable. X-ray crystallographic analyses were carriedout for two radicals, and it was shown that the N and O atoms are coplanar with the anilino benzenering. The ESR spectra of 1−3 gave aN = 0.984−1.05 and aH (anilino meta) = 0.158−0.170 mT (g =2.0041−2.0043), indicating that the unpaired electron mainly resides on the nitrogen and anilinobenzene ring. Magnetic susceptibility measurements for 1 and 3 showed that one radical revealeda weak ferromagnetic interaction and an analysis by the Curie−Weiss law gave 0.3 K as θ. Theother radicals examined showed weak antiferromagnetic interactions and θ's were determined tobe −0.3 to −1.5 K.
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