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Synthesis and Investigation of Chalcogen Atom Substituted Dinitriles and Porphyrazines
Author(s) -
Pullen Anthony E.,
Faulmann Christophe,
Cassoux Patrick
Publication year - 1999
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/(sici)1099-0682(19990202)1999:2<269::aid-ejic269>3.0.co;2-w
Subject(s) - porphyrazine , chemistry , chalcogen , heteroatom , methylene , ring (chemistry) , cyclic voltammetry , elemental analysis , polymer chemistry , metal , sulfur , inorganic chemistry , crystallography , electrochemistry , medicinal chemistry , organic chemistry , electrode
Abstract A series of chalcogen atom substituted porphyrazines have been assembled and characterized. Oxygen and sulfur chalcogen atoms have been substituted for peripheral methylene groups. Heteroatom‐enriched, seven‐membered ring dinitriles ( 1 – 3 ) were synthesized and characterized by IR, MS, UV‐vis, 1 H NMR, elemental analysis, and X‐ray analysis to examine the ring conformations. They were template cyclized in the presence of Mg II to form the Mg II containing porphyrazine macrocycles. The Mg II and metal‐free macrocycles ( 4 – 9 ) were synthesized for all peripherally substituted porphyrazines. The unchalcogen‐substituted Ni II , Cu II , and Zn II containing porphyrazine derivatives ( 10 – 12 ) were also synthesized because of the higher solubility of the metal‐free porphyrazine 7 . The macrocycles were characterized and studied using such techniques as UV‐vis, IR, elemental analysis, cyclic voltammetry, and electrical conductivity measurements.