Frustration of Condensed Phase Aggregation of Naphthalocyanine by Dendritic Site-Isolation

Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives

“…Initially, we planned to use 1,2,4,5-benzenetetracarbaldehyde ( Ald-1 ) and Pre-1 as the precursors for this approach, converting them into 2,3,6,7-substituted anthracene derivatives in two consecutive condensation steps: (i) intermolecular condensation reaction followed by (ii) the above-mentioned intramolecular ring-closing condensation reaction. In a similar approach, the monodirectional elongation of 1,2-benzenedicarbaldehydes with succinonitrile gave substituted 2,3-napthalenedicarbonitriles in very good yields, which explains our interest in the corresponding bidirectional elongation approach for the synthesis of anthracene derivatives. However, we soon realized that bidirectional elongation of Ald-1 was considered previously for the synthesis of 2,3,6,7-anthracenetetracarbonitrile ( TCNA ) (X 1 , X 2 = CN), but the reaction was dismissed due to the instability of Ald-1 .…”

Synthesis and linear and nonlinear absorption properties of dendronised ruthenium(ii) phthalocyanine and naphthalocyanine

“…A number of studies have been devoted to reducing the adverse spectroscopic effects of Pc/Nc self-association; in particular, dilute-solution-like spectra have been achieved in the solid state through attachment of dendrons to either peripheral positions of the macrocycle, 3 or to the axial positions of the central atom. 4 However, to the best of our knowledge, neat films of heavy-atom Pc or Nc derivatives exhibiting solution-like spectra have not yet been reported.…”