Synthesis and Studies of Strained Fluorenophyrins.

Abstract

The new examples of polyaromatic hydrocarbons embedded porphyrinoids named fluorenophyrins which are fluorene embedded porphyrins have been readily synthesized starting with commercially available fluorene as a key precursor over a sequence of four simple synthetic steps. These new fluorenophyrin macrocycles were characterized and studied by HR-MS, 1D & 2D NMR, absorption, electrochemical techniques, and DFT calculations. The studies indicated that the fluorenophyrins are nonaromatic and π-conjugation in macrocycles was limited due to non-planar arrangement of fluorene moiety with the rest of the macrocycle.