The thermal and photochemical decompositions of 5 have been studied. Both reactions lead to CBr2 transfer in good to high yields. With the 2‐pentenes as substrates, CBr2 transfer is stereospecific in the classical singlet carbene manner.
Thermal decomposition of the dibromo(4.3.1)propelladiene (II), obtained by dehydrogenation of the compound (I), in the presence of cyclohexene (III) leads to the formation of indan (IV) and 7,7‐dibromonorcarane (V), together with unreacted (II).
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