pen'-Naphthalenes, Steric EffectsIn the 1-azonia-acenaphthene salts 6b and 9, the N+-Cpe"-bond is modestly elongated. While no clear-cut influence of the peri-stress is obvious, incorporation of Cperi in a triarylmethyl structure has a bond-lengthening effect. However, the stretching forces are insufficient to restore the ideal geometry of the naphthalene skeleton.
The peri interaction of 1-functionalized naphthalenes equipped with a triarylmethyl cation at the 8-position has been studied because of the reversibility of the ring-closing reaction, which was monitored closely by NMR spectroscopy in the case of the cyclic ammonium salt 5b. Carbocycle 4a and N-heterocycle 5b did not exhibit any tendency for ring
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