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Safer and cheaper ways to carbenes
Von Wiley-VCH zur Verfügung gestellt
Carbenes are an exception to the octet rule: they are neutral species containing a divalent carbon atom with six valence electrons, making them highly reactive. The synthesis of carbenes has traditionally required diazoalkanes as precursors. These compounds contain a diazo functional group that releases nitrogen upon thermal or photochemical activation or through coordination to transition metals, generating the corresponding carbene (box p. 82).
Carbenes from diazoalkanes
Although synthetic methods for diazoalkanes feature a low atom economy, they allow precise installation of the diazo group. This can be achieved through the Regitz diazo transfer reaction or by oxidation of the corresponding hydrazones. These methods tune carbene reactivity by placing the diazo group adjacent to electron-donating and electron-withdrawin
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