1.3- diphenyl-2-azaallyl lithium

In order to get some quantitative information about the activating power of organoelement groups compared with the phenyl residue we did several competition experiments in which 1,3-diphenyl-azaallyl-lithium (i) was reacted in each case with two activated vinyl compounds in the mole ratio 1 1 1 as it is shown in an example in Scheme 7. By those experiments we determined the relative rate constants stated beneath the reaction scheme. 

The anionic [2+3] cycloaddition of l,3-diphenyl-2-azaallyl lithium 325 with DCC gives the cycloadduct 326, which reacts with another equivalent of E)CC to form the final product 327 ... 

Lithium, l,3-(cw, trani)-diphenyl-2-azaallyl-generation, 7, 73 Lithium, 5-iodo-2-thienyI-synthesis, 4, 831 Lithium, 2-methoxy-4-furyl-... 

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