Premium
Preparation of amphiphilic organoiron(1+) complexes having two long‐chain alkyl groups and their molecular assemblage characteristics
Author(s) -
Sakai Hiroshi,
Toyota Takema,
Fujinami Tatsuo,
Sakai Shizuyoshi
Publication year - 1992
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590060807
Subject(s) - chemistry , alkyl , cationic polymerization , benzene , amphiphile , nucleophilic substitution , medicinal chemistry , nucleophilic aromatic substitution , ligand (biochemistry) , micelle , stereochemistry , polymer chemistry , copolymer , organic chemistry , aqueous solution , biochemistry , receptor , polymer
[ o‐, m ‐ and p ‐Bis(alkylamino or alkyloxy)benzene] (cyclopentadienyl)iron(1+) hexafluorophosphates {2 and 4; [(C n H 2n+1 X) 2 C 6 H 4 ](C 5 H 5 )Fe + PF 6 − , XNH or O} were prepared by aromatic nucleophilic substitution of the (dichlorobenzene)iron cationic complexes (1). Critical micelle concentrations of the complex chlorides (3), prepared from 2 (n=8, XNH) by anion exchange and soluble in water, gave much smaller values than those of bis(long‐chain alkyl)dimethylammonium surfactants. Furthermore, the substitution positions scarcely affected their surface activites. However, the surface pressure‐molecular area isotherm of the hexafluorophosphates (2 and 4, n=18, XNH; insoluble in water) were severely transformed by change in the substitution position of the long‐chain alkyl groups on the benzene ligand in the iron cationic complexes: the o‐substituted complex gave a molecularly assembled film by the Langmuir‐Blodgett (LB) method, but the P‐substituted one did not.