The species Ph3PNNC 1 reacts with the group 13 Lewis acids E(C6F5)3 (E = B or Al), HB(C6F5)2, ClAl(C6F5)2 and ECl3 (E = Ga or In) to give the Lewis acid-base adduct Ph3PNNCB(C6F5)3 2, the zwitterionic product (Ph3PNH)B(C6F5)2CNB(C6F5)2H 3, the chelated salts [(Ph3PNNC(CN)NPPh3)ER2][EX2R2] (E = Al, R = X = C6F5, 4; E = Al, R = C6F5, X = Cl, 5; E = Ga, R = X = Cl, 6), and the neutral species [(Ph3PNNC(CN)NPPh3)InCl3] 7. The nature of these variations in reactivity are rationalized and the potential utility considered.

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