A one-pot dilithiation–lithium–zinc exchange– Negishi coupling approach to 2,6-di(hetero)aryl substituted dithienothiazines – a novel class of electronically fine-tunable redox systems†‡
نویسندگان
چکیده
2,6-Di(hetero)aryl and 2-(hetero)aryl substituted dithienothiazines are prepared from N-aryl dithienothiazines by a lithiation–lithium–zinc exchange–Negishi cross-coupling sequence with (hetero)aryl iodides in a one-pot fashion in good to excellent yields. These novel extended π-electron systems can be reversibly oxidized and fine-tuned in their electronic properties as supported by cyclo voltammetric, and absorption and emission spectroscopic studies.
منابع مشابه
In 2002, Gauthier and co-workers documented an approach through lithium zincates using only one third equivalent of zinc chloride for the synthesis of 5-aryl-2-furaldehydes from 5-lithio-2-furaldehyde diethyl acetal
Other studies avoided the use of a zinc salt by generating lithium zincates either by iodine-metal exchange 7 or by deprotonation. 8 In 2002, Gauthier and co-workers documented an approach through lithium zincates using only one third equivalent of zinc chloride for the synthesis of 5-aryl-2-furaldehydes from 5-lithio-2-furaldehyde diethyl acetal. 9 In addition, Mutule and Suma described in 200...
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