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Cover Picture: Structures, Spectral and Electrochemical Properties of N ‐(Naphth‐2‐ylmethyl)‐Appended Porphyrinogens (Eur. J. Org. Chem. 14/2005)
Author(s) -
Hill Jonathan P.,
Schmitt Wolfgang,
McCarty Amy Lea,
Ariga Katsuhiko,
D′Souza Francis
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200590028
Subject(s) - chemistry , stacking , alkylation , electrochemistry , intermolecular force , alkyl , crystal structure , derivative (finance) , conjugated system , crystallography , ion , stereochemistry , molecule , organic chemistry , polymer , electrode , catalysis , financial economics , economics
The cover picture shows the X‐ray crystal structures of the compounds obtained by the alkylation of a conjugated porphyrinogen precursor at its macrocyclic nitrogen atoms with 2‐(methylenenaphthyl) groups. The presence of the N ‐alkyl groups introduces intermolecular π−π stacking interactions which culminate in a 1‐dimensional stacked array for the fully N ‐substituted derivative. The N ‐alkylation enhances the ability of the compounds to form anion radical and cation radical species and permits “tuning” of the electrochemical properties of the core porphyrinogen. Details are discussed in the article by J. P. Hill et al. on p. 2893 ff.