Synthesis, Characterization, and Reaction of Digermylenes

Graphical A series of digermylenes R(EGeL) 2 (L=CH[C(Me)N(Ar)] 2 , Ar=2,6- i Pr 2 C 6 H 3 ; E=O, R=1,3-C 6 H 4 ( 1 ), 1,4-C 6 H 4 ( 2 ), Me 2 C(CH 2 ) 2 ( 3 ); E=NH, R=1,4-C 6 H 4 ( 4) , 1,4-C 6 H 10 , ( 5 ); E=C(O)O, R=1,3-C 6 H 4 ( 6 )) were synthesized by the nucleophilic addition of diphenols, diol, diamines and dicarboxylic acids, respectively, with L′Ge (L′=HC[C(CH 2 )N(Ar)]C(Me)N(Ar), Ar=2,6- i Pr 2 C 6 H 3 ). Treatment of the obtained digermylene 1,3-C 6 H 4 (OGeL) ( 1 ) with sulfur, selenium, and CuX (X=Cl, Br, I, C 6 F 6 ) is also explored. A series of digermylenes R(EGeL) 2 (L=CH[C(Me)N(Ar)] 2 , Ar=2,6- i Pr 2 C 6 H 3 ; E=O, R=1,3-C 6 H 4 ( 1 ), 1,4-C 6 H 4 ( 2 ), Me 2 C(CH 2 ) 2 ( 3 ); E=NH, R=1,4-C 6 H 4 ( 4) , 1,4-C 6 H 10 ( 5 ); E=C(O)O, R=1,3-C 6 H 4 ( 6 )) were synthesized by the reactions of L′Ge (L′=HC[C(CH 2 )N(Ar)]C(Me)N(Ar), Ar=2,6- i Pr 2 C 6 H 3 ) with selected diphenols, diol, diamines, and o -/ m -phthalic acids, respectively. Treatment of digermylene 1,3-C 6 H 4 (OGeL) 2 ( 1 ) with sulfur, selenium and CuX (X=Cl, Br, I) led to the formation of 1,3-C 6 H 4 [OGe(S)L] 2 ( 8 ), 1,3-C 6 H 4 [OGe(Se)L] 2 ( 9 ), and (CuX) 2 [1,3-C 6 H 4 (OGeL) 2 ] 2 (X=Cl ( 10 ), Br ( 11 ), I ( 12 )), respectively. The obtained products were characterized by melting point, elemental analysis, FT-IR, 1 H and 13 C NMR spectroscopy, and single-crystal X-ray diffraction.