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Pseudo‐One‐Coordinate Tetrylenium Salts Bearing a Bulky Carbazolyl Substituent
Author(s) -
Hinz Alexander
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201806346
Subject(s) - substituent , carbazole , chemistry , medicinal chemistry , polymer chemistry , photochemistry
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 [RE][Al(OC 4 F 9 ) 4 ] (E=Ge, Sn, Pb) as strongly coloured compounds.