om961082w_si_002.cif (25.92 kB)
Inhibition of the Cyclotrimerization of Benzonitrile and the Likely Mechanism of the Cyclotrimerization Process: Structure of a New Tetrameric α-Amino Lithium Imide Demonstrating Intramolecular Stabilization of the Metal Centers
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posted on 1997-05-13, 00:00 authored by Robert P. Davies, Paul R. Raithby, Gregory P. Shields, Ronald Snaith, Andrew E. H. WheatleyReaction of ((2-(dimethylamino)ethyl)methylamino)lithium (4) with benzonitrile gives a new
α-amino
lithium imide, 5, which in the solid state is a
tetrameric
cubane. Aggregation is accompanied by chelation of
each metal center using a tertiary amino function,
yielding stable seven-membered rings. The stability
of
5 limits cyclotrimerization of the benzonitrile moiety
to
2,4,6-triphenyl-1,3,5-triazine, thereby suggesting a
likely
mechanism for the cyclotrimerization process.
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stabilitytetrameric cubanelithium imidedimethylaminoNewLithiumBenzonitrileAggregationmechanismImideInhibitionCyclotrimerizationTetramericLikely Mechanism5 limits cyclotrimerizationfunctiontriphenylcyclotrimerization processStabilizationmetal centerchelationMetal Centers Reactionbenzonitrile moietyIntraAmino
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