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- W3147174612 abstract "Investigations into the mechanism of the low-temperature C(sp2)–C(sp3) Kumada cross-coupling catalyzed by highly reduced nickel-olefin-lithium complexes revealed that 16-electron tris(olefin)nickel(0) complexes are competent catalysts for this transformation. A survey of various nickel(0)-olefin complexes identified Ni(nor)3 as an active catalyst, with performance comparable to that of the previously described Ni-olefin-lithium precatalyst. We demonstrate that Ni(nor)3, however, is unable to undergo oxidative addition to the corresponding C(sp2)–Br bond at low temperatures (<−40 °C), thus indicating that the canonical cross-coupling cycle is not operative under this condition. Instead, such binary nickel(0)-olefin complexes capitalize on the long-known Lewis acidity of the Ni(0) center when it is coordinated to olefins to accommodate the incoming charge from the Grignard reagent, forming a nickel(0)-alkylmagnesium complex. We demonstrate that this unique heterobimetallic complex is now primed for reactivity, thus cleaving the C(sp2)–Br bond and ultimately delivering the C(sp2)–C(sp3) bond in high yields." @default.
- W3147174612 created "2021-04-13" @default.
- W3147174612 creator A5019842218 @default.
- W3147174612 creator A5029069088 @default.
- W3147174612 creator A5061120552 @default.
- W3147174612 creator A5061707320 @default.
- W3147174612 date "2021-03-26" @default.
- W3147174612 modified "2023-10-02" @default.
- W3147174612 title "16-Electron Nickel(0)-Olefin Complexes in Low-Temperature C(sp<sup>2</sup>)–C(sp<sup>3</sup>) Kumada Cross-Couplings" @default.
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