The rate of nitration of the diconjugate acid of 3,8-diaza[10]cyclophane (II) is less than that of the related open-chain diconjugate acid (I) by a factor of 200.
G. Mossa, A. Ricci and J. H. Ridd, J. Chem. Soc. D, 1971, 332 DOI: 10.1039/C29710000332
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