Fused π-extended truxenes via a threefold borylation as the key step
On the basis of a threefold borylated truxene, which is accessible in high yields by iridium-catalyzed borylation under CH-activation, fused π-extended truxenes have been synthesized by a two-step method of first Suzuki-Miyaura cross-coupling reaction and subsequent condensation reaction. The mild c...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
02 February 2016
|
| In: |
Chemistry - a European journal
Year: 2016, Volume: 22, Issue: 9, Pages: 3084-3093 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201504621 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201504621 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201504621 
|
| Author Notes: | Gang Zhang, Frank Rominger, and Michael Mastalerz |
| Summary: | On the basis of a threefold borylated truxene, which is accessible in high yields by iridium-catalyzed borylation under CH-activation, fused π-extended truxenes have been synthesized by a two-step method of first Suzuki-Miyaura cross-coupling reaction and subsequent condensation reaction. The mild condensation method tolerates the presence of a variety of functional groups, such as nitro, fluoro, or carboxyl moieties. Furthermore, by using this approach, N- and S-heteroarene analogues become accessible for the first time, as well as larger structures that represent derivatives of precursors for fullerene C60 or buckybowls. The attached tert-butyl groups make all derivatives sufficiently soluble to allow full spectroscopic and electrochemical investigations. Postfunctionalization of selected derivatives for further synthetic applications of the compounds is also presented. |
|---|---|
| Item Description: | Gesehen am 04.10.2021 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201504621 |