Fig. 7: Trapping of alkylidene carbenes 9 and 12. | Nature Communications

Fig. 7: Trapping of alkylidene carbenes 9 and 12.

From: Probing the alkylidene carbene–strained alkyne equilibrium in polycyclic systems via the Fritsch–Buttenberg–Wiechell rearrangement

Fig. 7

Photolysis of precursor 22 in the presence of cyclohexene (35) resulted in the formation of adduct 36, the expected product of reaction between 7-norbornylidene carbene (9) and 35. Photolysis of precursor 29 in the presence of 35 resulted in the formation of 39, indicating the reaction of 8-pentacyclo[5.4.0.02,6.03,10.05,9]‌undecylidene carbene (12) and 35. The identities of adducts 36 and 39 were determined by derivatization to spirocyclopropanes 37 and 40, respectively, and characterization by X-ray crystallography.

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