期刊
RSC ADVANCES
卷 11, 期 44, 页码 27653-27658出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra04638a
关键词
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资金
- German research foundation [SPP 2248]
Derivatives of the stable, luminescent TTM radical with mixed halides can be obtained through simple Friedel-Crafts alkylation, showing higher stability and site-specific reactivity. These radicals serve as powerful building blocks for the synthesis of stable luminescent molecules.
Derivatives of the stable, luminescent tris-2,4,6-trichlorophenylmethyl (TTM) radical exhibit unique doublet spin properties that are of interest for applications in optoelectronics, spintronics, and energy storage. However, poor reactivity of the chloride-moieties limits the yield of functionalization and thus the accessible variety of high performance luminescent radicals. Here, we present a pathway to obtain mixed-bromide and chloride derivatives of TTM by simple Friedel-Crafts alkylation. The resulting radical compounds show higher stability and site-specific reactivity in cross-coupling reactions, due to the better leaving group character of the para-bromide. The mixed halide radicals give access to complex, and so far inaccessible luminescent open-shell small molecules, as well as polymers carrying the radical centers in their backbone. The new mixed-halide triphenyl methyl radicals represent a powerful building block for customized design and synthesis of stable luminescent radicals.
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