THE ORIENTATION OF SUBSTITUTION IN METALLATION OF DIMETHYLAMINOMETHYL-, HYDROXYMETHYL- AND DIPHENYLPHOSPHIONO-CYMANTRENES
Dimethylaminomethyl- and hydroxymethyl-cymantrenes, when treated with n-butyllithium, are selectively metallated in the 2(5) position of the Cp ringand are converted into 1,2-disubstituted derivatives of cymantrene by subsequent treatment with electrophilic reagents.Similar reactions in the case of diphenylphosphinocymantrene result in a selective preparation of 1,3-disubstituted derivatives.The metallation orientation is established by chemical methods and NMR-LIS (lanthanide-induced shift) techniques.A full assignment of signals in the PMR and 13C NMR spectra of the studied monosubstituted cymantrene derivatives has been effected.
Loim, N. M.,Kondrat'Ev, P. V.,Solov'Eva, N. P.,Antonovich, V. A.,Petrovskii, P. V.,et al.
p. 233 - 244
(2007/10/02)
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