Electrophilic cleavage of cyclopropanes. III. The reaction of molecular bromine with tetracyclo[3.2.0.02,7.04,6]heptane1,2
The ionic addition of molecular bromine to tetracyclo[3.2.0.02,7•04,6]heptane (quadricyclene) has been investigated in a variety of solvent Systems. Depending upon the nature of the solvent, three or more of six dibromo and five solvent-incorporated adducts are isolable. A mechanism involving a series of ion-pairs and competitive edge-on vs. corner (end-on) attack is proposed.
2019 ◽
Vol 8
(1)
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pp. 76-87
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1969 ◽
Vol 67
(1_3)
◽
pp. 168-168
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