title: Asymmetric phthalocyanine synthesis by ROMP-capture-release.
abstract: Statistical condensation of norbornenyl-tagged phthalonitrile 3 (Pn A) and 4,5-di-4-methoxyphenoxyphthalonitrile 4 (Pn B) followed by ring-opening metathesis polymerization (ROMP) of Pcs AB(3) and B(4) produced asymmetric Pc-appended polymers. Acidic cleavage of the resulting polymers afforded 2,3,9,10,16,17-hexa-(4-methoxyphenoxy)-23-hydroxy Pc 9. A more soluble 2,3,9,10,16,17-hexa-4-pentylphenoxy-23-hydroxy Pc 13 was synthesized by the same strategy and modified with sebacoyl chloride demonstrating that the unmasked hydroxyl site is reactive as a nucleophile.
authors.affiliation: Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA.
authors.forename: Xiaochun
authors.initials: X
authors.lastname: Chen
authors.forename: Thaddeus R
authors.initials: TR
authors.lastname: Salmon
authors.forename: Dominic V
authors.initials: DV
authors.lastname: McGrath
mesh_terms: D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D054833:Isoindoles; D015394:Molecular Structure; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D007211:Indoles; D054833:Isoindoles; C013647:phthalocyanine