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Functionalization of Poly(ferrocenyldimethylsilane) via Lithiation of the Cyclopentadienyl Rings
Author(s) -
Presa Soto Alejandro,
Chabanne Laurent,
Zhou Jiawen,
Gilroy Joe B.,
Manners Ian
Publication year - 2012
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201100811
Subject(s) - cyclopentadienyl complex , regioselectivity , electrophile , trimethylsilyl , surface modification , polymer chemistry , chemistry , metalation , polymer , stereochemistry , medicinal chemistry , organic chemistry , catalysis
The metallation of the cyclopentadienyl (Cp) ligands of poly(ferrocenyldimethylsilane) (PFDMS) can be performed by reaction with the Schlosser's base pair t ‐BuLi/KO t ‐Bu in THF. Subsequent treatment with a series of electrophiles affords a range of Cp‐substituted polymers with up to an average of 1.8 new substituents per repeating unit. NMR studies on polymers containing trimethylsilyl groups and deuterium on the Cp rings are indicative of high regioselectivity with selective metallation at the β‐carbon.