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- W2772754466 abstract "Here, we highlight the ability of peri-substitution chemistry to promote a series of unique P–P/P–As coupling reactions, which proceed with concomitant C–H bond formation. This dealkanative reactivity represents an interesting and unexpected expansion to the established family of main-group dehydrocoupling reactions. These transformations are exceptionally clean, proceeding essentially quantitatively at relatively low temperatures (70–140 °C), with 100% diastereoselectivity in the products. The reaction appears to be radical in nature, with the addition of small quantities of a radical initiator (azobis(isobutyronitrile)) increasing the rate dramatically, as well as altering the apparent order of reaction. DFT calculations suggest that the reaction involves dissociation of a phosphorus centered radical (stabilized by the peri-backbone) to the P–P coupled product and a free propyl radical, which carries the chain. This unusual reaction demonstrates the powerful effect that geometric constraints, in this case a rigid scaffold, can have on the reactivity of main group species, an area of research that is gaining increasing prominence in recent years." @default.
- W2772754466 created "2017-12-22" @default.
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- W2772754466 date "2017-12-14" @default.
- W2772754466 modified "2023-10-16" @default.
- W2772754466 title "Dealkanative Main Group Couplings across the peri-Gap" @default.
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- W2772754466 doi "https://doi.org/10.1021/jacs.7b08682" @default.
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