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Electrosynthesis and X‐ray Crystallographic Structure of Zn II meso ‐Triaryltriphenylphosphonium Porphyrin and Structural Comparison with Mg II meso ‐Triphenylphosphonium Porphine
Author(s) -
Dimé Abdou K. D.,
Cattey Hélène,
Lucas Dominique,
Devillers Charles H.
Publication year - 2018
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/ejic.201801142
Subject(s) - electrosynthesis , porphyrin , chemistry , cationic polymerization , molecule , triphenylphosphine , crystallography , electrochemistry , crystal structure , mass spectrometry , yield (engineering) , nuclear magnetic resonance spectroscopy , x ray crystallography , stereochemistry , photochemistry , polymer chemistry , diffraction , organic chemistry , materials science , catalysis , physics , electrode , chromatography , optics , metallurgy
The electrochemical oxidation of Zn II 5 , 15 ‐bis( p ‐tolyl)‐ 10 ‐phenylporphyrin ( 1‐Zn ) in the presence of triphenylphosphine (PPh 3 ) leads to the meso ‐substituted triphenylphosphonium porphyrin, coordinated by one P(O)Ph 3 molecule [ 1‐Zn‐PPh 3 + ,PF 6 – ·P(O)Ph 3 ] in good yield (84 %). This cationic porphyrin was characterized by NMR, MALDI‐TOF mass spectrometry, UV/Vis. absorption spectroscopy and X‐ray diffraction analyses. The molecular structure of this compound was compared with already published meso ‐ and β‐triphenylphosphonium porphyrins but also with an unpublished X‐ray crystallographic structure of Mg II 5‐triphenylphosphoniumporphine ( MgP‐PPh 3 + ,PF 6 – ) previously obtained by electrosynthesis.