Pseudo‐One‐Coordinate Tetrylenium Salts Bearing a Bulky Carbazolyl Substituent

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 flexi...

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Bibliographic Details
Published inChemistry : a European journal Vol. 25; no. 13; pp. 3267 - 3271
Main Author Hinz, Alexander
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.03.2019
Wiley Subscription Services, Inc
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Summary: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 ion reactions, affording the corresponding tetrylenium salts [RE][Al(OC4F9)4] (E=Ge, Sn, Pb) as strongly coloured compounds. Buried ions: A sterically and electronically flexible carbazole‐based substituent (see figure) was utilised in the stabilisation of pseudo‐one‐coordinate germanium, tin and lead cations.
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ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201806346