New Arylene–Germylene–Vinylene Compounds: Stereoselective Synthesis, Characterization, and Photophysical Properties

Abstract

The stereoselective route toward new molecular and macromolecular compounds containing arylene−germylene−vinylene units is described. The reagents for germylative coupling reaction were 1,4-bis(dimethylvinylgermyl)benzene (1) and vinyl-and divinylarenes with ruthenium complexes (2a, 2b) as catalysts. NMR characterization of all isolated products, results of MS and elemental analysis for molecular compounds (3−5), and GPC for oligomers (6−8) are presented. Absorption and luminescence properties of the synthesized compounds are discussed and compared with those of model chromophores.

Nickel‐Catalyzed Reductive C−Ge Coupling of Aryl/Alkenyl Electrophiles with Chlorogermanes

“…The reaction of alkenyl chlorogermane afforded 3 ao in 78 % yield; this class of compounds has potential applications for polymer science. [21] The primary (3 ap) and secondary (3 aq) chlorogermanes did not give any desired product; the latter delivered a significant amount of Ge-derivatives, Ph 3 Ge-H and Ph 3 Ge-Cl, with triflate 1 a being recovered.…”

Nickel‐Catalyzed Reductive C−Ge Coupling of Aryl/Alkenyl Electrophiles with Chlorogermanes

“…The presence of one or two phenyl groups was tolerated ( 3 ak ‐ am ), whereas Ph 3 GeCl did not give any desired product ( 3 an ). The reaction of alkenyl chlorogermane afforded 3 ao in 78 % yield; this class of compounds has potential applications for polymer science [21] . The primary ( 3 ap ) and secondary ( 3 aq ) chlorogermanes did not give any desired product; the latter delivered a significant amount of Ge‐derivatives, Ph 3 Ge‐H and Ph 3 Ge‐Cl, with triflate 1 a being recovered.…”

Highly selective α-hydrogermylation of alkynes catalyzed by an in situ generated bulky NHC–cobalt complex

“…Organogermanes have recently found more applications in material chemistry due to their high thermal stability and their impact on the refractive index. 13–16 Thus, several novel classes of functional materials have been developed lately. 17–20…”

“…Organogermanes have recently found more applications in material chemistry due to their high thermal stability and their impact on the refractive index. [13][14][15][16] Thus, several novel classes of functional materials have been developed lately. [17][18][19][20] Despite the interesting synthetic possibilities offered by the introduction of germanium into the molecule, there are still just a few effective methods for the synthesis of these compounds.…”