Diane Dickie - Double lithiation of 2,4,6-triphenylbromobenzene: synthesis of bis-amidines and an aluminum bis-amidinate complex.

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  Publication Details (including relevant citation   information): Jenkins,Hilary A., Abeysekera,Deepa,   Dickie,Diane A., Clyburne,Jason A. C., J. Chem. Soc., Dalton   Trans., 2002 (20), pp 3919-3922

  Abstract: Substituted m-terphenyl   2,4,6-triphenylbromobenzene reacted with two equiv. of   n-butyllithium in ether/hexane soln., generating dilithiated   species (I). Treatment of I with dialkylcarbodiimides (RN:C:NR, R   = i-Pr, cyclohexyl) followed by aq. work-up of the reaction mixt.   resulted in formation of sterically-hindered bifunctional   amidines (II) (R = i-Pr, R = cyclohexyl). Compd. II (R =   cyclohexyl) was treated with HCl, yielding protonated bisamidine   chloride (III) (R = cyclohexyl). Bisamidine derivs. II (R = i-Pr)   and III were characterized by x-ray crystallog. Compd. II (R =   i-Pr) reacted with trimethylaluminum yielding a novel   bis(dimethyl)aluminum bisamidinate complex, on which   semi-empirical calcns. (PM3) were performed in an attempt to gain   more insight into the structure. [on SciFinder(R)]

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