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The study of the amine-complexed (trimethylsilyl)methyl lithium derivatives reveal that the Lewis bases (LB) are lost faster by smaller coordinatively saturated aggregates due to the greater availability of the LB for support. The saturated smaller coordinatively aggregates are liable to form aggregate-substrate complexes because of better LB assistance, as detected by the fractional reaction orders of RLi. In complex formation for weak donor substrates, the predissociation of tetramer to dimer may be required but not for strong donor substrates.