4.8 Article

Isolation and characterization of diazoolefins

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Isolation and reactivity of an elusive diazoalkene

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Summary: Most functional groups, especially those consisting of the abundant elements of organic matter-carbon, nitrogen and oxygen-have been extensively studied and only very few remain speculative due to their high intrinsic reactivity. In contrast to the well-explored chemistry of diazoalkanes (R2C=N-2), diazoalkenes (R2C=C=N-2) have been postulated in several organic transformations, but remain elusive long-sought intermediates. The discovery of a stable diazoalkene functional group opens up new possibilities for the chemistry of low-valent carbon and unsaturated carbenes.

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