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Updated: Sep 25, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis, Characterization, and Reaction of Digermylenes
Shuai-Cong Huo1, Yao Li1, De-Xiang Zhang1
1School of Chemistry and Chemical Engineering, Central South University, Lushannan Road 932, 410083, Changsha, P. R. China.
Abstract:
A series of digermylenes R(EGeL)2 (L=CH[C(Me)N(Ar)]2 , Ar=2,6-iPr2 C6 H3 ; E=O, R=1,3-C6 H4 (1), 1,4-C6 H4 (2), Me2 C(CH2 )2 (3); E=NH, R=1,4-C6 H4 (4), 1,4-C6 H10 (5); E=C(O)O, R=1,3-C6 H4 (6)) were synthesized by the reactions of L'Ge (L'=HC[C(CH2 )N(Ar)]C(Me)N(Ar), Ar=2,6-iPr2 C6 H3 ) with selected diphenols, diol, diamines, and o-/m-phthalic acids, respectively. Treatment of digermylene 1,3-C6 H4 (OGeL)2 (1) with sulfur, selenium and CuX (X=Cl, Br, I) led to the formation of 1,3-C6 H4 [OGe(S)L]2 (8), 1,3-C6 H4 [OGe(Se)L]2 (9), and (CuX)2 [1,3-C6 H4 (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.
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