The synthesis and characterisation of novel ferrocenyl polyphenylenes
Citation:
Roberts, DJ, Nolan, D, Maille, GMO, Watson, GW, Singh, A, Ledoux-Rak, I, Draper, SM, The synthesis and characterisation of novel ferrocenyl polyphenylenes, Dalton Transactions, 41, 29, 2012, 8850-8860Download Item:
Abstract:
This work describes the synthesis and characterisation of a new series of polyphenylenes with up to four
ferrocenyl moieties. The synthetic route involves the preparation of a number of novel precursors.
Cyclopentadienones, generated from the two-fold Knoevenagel condensation of di-ferrocenyl propanones
and diketones, are used in [2 + 4] Diels
?
Alder cycloadditions with appropriately substituted acetylenes.
13
is amongst the compounds isolated. It is the largest ferrocenyl-supported polyaromatic hydrocarbon
(PAH) to date. Prepared
via
a Sonogashira cross-coupling reaction between ethynyl-Fc and iodo-HBC,
it comprises a hexa-
peri
-hexabenzocoronene (HBC) core linked
via
acetylene to a ferrocenyl unit (Fc).
The electrochemical and absorption properties of the ferrocenyl-polyphenylenes and the fully
conjugated
13
are discussed. The NLO data for
13
, determined by hyper Rayleigh scattering
techniques, are compared to those of similar fulleryl-based compounds in the literature.
Sponsor
Grant Number
Science Foundation Ireland (SFI)
STTF
Science Foundation Ireland (SFI)
SFI-08RFPCHE1465
Science Foundation Ireland (SFI)
05 PICA-I819
Author's Homepage:
http://people.tcd.ie/watsonghttp://people.tcd.ie/smdraper
Description:
PUBLISHED
Author: WATSON, GRAEME; DRAPER, SYLVIA
Sponsor:
Science Foundation Ireland (SFI)Science Foundation Ireland (SFI)
Science Foundation Ireland (SFI)
Type of material:
Journal ArticleCollections
Series/Report no:
Dalton Transactions41
29
Availability:
Full text availableSubject (TCD):
Nanoscience & Materials , Smart & Sustainable PlanetDOI:
http://dx.doi.org/10.1039/c2dt30542aMetadata
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