Transformation of carbodiimides to guanidine derivatives facilitated by gallylenes

The reductive coupling of carbodiimides RN[double bond, length as m-dash]C[double bond, length as m-dash]NR (R = 2,6-iPr2C6H3, Cy, iPr) by using [(dpp-bian)GaNa(dme)2] (1); [(dpp-dad)GaNa(thf)3] (2a) and [(dpp-dad)GaK(thf)4Ga(dpp-dad)][K(thf)6] (2b) led to the guanidinate derivatives [(dpp-bian)Ga(NCy)2C[double bond, length as m-dash]NCy][Na(thf)2] (3); [LGaN(R)C(RN)N(R)C(RN)][M] L = dpp-bian, M = Na(dme)2, R = iPr, (4a); L = dpp-dad, M = Na(thf)3, R = iPr, (4b); R = Cy, (4c); M = K(thf)4, (4d); L = dpp-bian, M = Na(dme)2, R = Cy, (4e) and [(dpp-dad)Ga(2,6-iPr2C6H3N)2C][Na(thf)2] (5).