Facile synthesis of metalloporphyrin polymers

摘要

A method is provided for synthesizing a metal (M) meso-tetraphenylporphyrin polymer. The method begins with the provision of a free-base (H2)-meso-tetra-4-(trialkylsilyl)ethynylphenylporphyrin (H2-tetra-C≡C-TriAS-TPP) including a trialkylsilyl (TriAS) moiety attached to an ethynyl termini. In response to a reaction with a metal (M)-containing material, the H2-tetra-C≡C-TriAS-TPP is converted to a metal (M)-tetra-4-(trialkylsilyl)ethynylphenylporphyrin (M-tetra-C≡C-TriAS-TPP). Then, the M-tetra-C≡C-TriAS-TPP is converted to a M-tetra-4-ethynylphenylporphyrin (M-tetra-C≡C-TPP) monomer by removing the trialkylsilyl (TriAS) moiety from the ethynyl termini. Finally, a plurality of M-tetra-C≡C-TPP monomers are coupled together to supply a metal (M)-meso-tetraphenylporphyrin polymer (M-poly-meso-TPP), whereby meso-phenyl groups of adjacent M-tetra-C≡C-TPP monomers in the M-poly-meso-TPP are connected through a butadiyne linking moiety. In one aspect, the metal is zinc.

主权项

1. A method for synthesizing a metal (M) meso-tetraphenylporphyrin polymer, the method comprising:
providing a free-base (H2)-meso-tetra-4-(trialkylsilyl)ethynylphenylporphyrin (H2-tetra-C≡C-TriAS-TPP) including a trialkylsilyl (TriAS) moiety attached to an ethynyl termini; in response to a reaction with a metal (M)-containing material, converting the H2-tetra-C≡C-TriAS-TPP to a metal (M)-tetra-4-(trialkylsilyl)ethynylphenylporphyrin (M-tetra-C≡C-TriAS-TPP); converting the M-tetra-C≡C-TriAS-TPP to a M-tetra-4-ethynylphenylporphyrin (M-tetra-C≡C-TPP) monomer by removing the trialkylsilyl (TriAS) moiety from the ethynyl termini; and, coupling a plurality of M-tetra-C≡C-TPP monomers to supply a metal (M)-meso-tetraphenylporphyrin polymer (M-poly-meso-TPP), whereby meso-phenyl groups of adjacent M-tetra-C≡C-TPP monomers in the M-poly-meso-TPP are connected through a butadiyne linking moiety.