Communication
Reactivity of Carboxyl-functionalized Cubane-like Photocyclodimer of 2-Substituted Naphthalene toward Aromatic Amines
Abstract
Reactions of carboxyl-functionalized cubane-like photocyclodimer 2 with a series of aromatic amines 3 were investigated for understanding the reactivity of this unique system. Spectroscopic and X-ray crystal structural analyses demonstrate that N,N′-dicyclohexylcarbodiimide (DCC) is reactive toward 2 affording stable 4 with a well-retained cubane-like structure. With the assistance of DCC, mono- and diacyl-substituted photocyclodimers of 2-sustituted naphthalene (5 and 6) have also been achieved in reasonable yields in addition to the formation of 4. Subtle change in the electronic properties of the series of aromatic amines 3 modulates the reactivity and product distribution remarkably.
