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Syntheses of a bulky carbazole-based substituent, the parent 1,8-bis(3,5-di-tert-butylphenyl)-3,6-di-tert-butyl-carbazole (R-H) and a series of chlorotetrylenes, RECl (E=Ge, Sn, Pb), are described. Detailed analysis of the properties of the carbazole-based substituent revealed that it features flexible high bulkiness and electronic non-innocence, which may make it suitable for many applications in both main-group and transition-metal chemistry. To further showcase the employability of the novel substituent, the chlorotetrylenes were subjected to halide abstraction reactions, affording the corresponding tetrylenium salts REAl(OC4 F9 )4 (E=Ge, Sn, Pb) as strongly coloured compounds.
Alexander Hinz (Mon,) studied this question.