π-Mediated rearrangements and 1,2-H shifts of indanylcarbenes

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Robert A. Moss, Wei Ma and Ronald R. Sauers


Abstract

Absolute rate constants determined for 1,2-C and 1,2-H migrations of cyclobutyl-, cyclopentyl-, benzocyclobutenyl- and benzocyclopentenyl-(chloro)- or -(acetoxy)-carbenes reveal that ‘phenyl’ carbon migrations are preferred to alternative 1,2-C shifts due to π-electronic effects.


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