http://www.cnr.it/ontology/cnr/individuo/prodotto/ID170993
Spider-like Oligothiophenes (Articolo in rivista)
- Type
- Label
- Spider-like Oligothiophenes (Articolo in rivista) (literal)
- Anno
- 2008-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1002/chem.200701117 (literal)
- Alternative label
Benincori, T.; Capaccio, M.; De Angelis, F.; Falciola, L.; Muccini, M.; Mussini, P.; Ponti, A.; Toffanin, S.; Traldi, P.; Sannicolò F. (2008)
Spider-like Oligothiophenes
in Chemistry - A European Journal
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Benincori, T.; Capaccio, M.; De Angelis, F.; Falciola, L.; Muccini, M.; Mussini, P.; Ponti, A.; Toffanin, S.; Traldi, P.; Sannicolò F. (literal)
- Pagina inizio
- Pagina fine
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#note
- DOI: 10.1002/chem.200701117 (literal)
- Note
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- [a] Prof. F. Sannicolò
Dipartimento di Chimica Organica e Industriale
C.I.MA.I.NA, Università di Milano, ISTM, CNR, via Venezian 21
20133 Milano (Italy)
Fax: (+39) 02-5031-4139
E-mail: francesco.sannicolo@unimi.it
[b] Prof. T. Benincori
Dipartimento di Scienze Chimiche ed Ambientali
Universit7 dell'Insubria, via Valleggio 11
22100 Como (Italy)
[c] Dr. M. Capaccio
C.I.MA.I.NA., Universit7 di Milano, via Celoria 16
20133 Milano (Italy)
[d] Dr. F. De Angelis
ISTM-CNR, Via Elce di Sotto 8
06123 Perugia (Italy)
[e] Dr. L. Falciola, Prof. P. Mussini
Dipartimento di Chimica Fisica ed Elettrochimica
C.I.MA.I.NA, Universit7 di Milano, via Golgi 19
20133 Milano (Italy)
[f] Dr. M. Muccini, Dr. S. Toffanin
ISMN--Istituto per lo Studio dei Materiali Nanostrutturati-CNR,
Via P.Gobetti, 101
40129 Bologna (Italy)
[g] Dr. A. Ponti
ISTM--Istituto di Scienze e Tecnologie Molecolari--CNR
via Golgi 19, 20133 Milano (Italy)
[h] Dr. P. Traldi
ISTM--Istituto di Scienze e Tecnologie Molecolari--CNR
Dipartimento di Scienze Chimiche
Università degli Studi di Padova, Via Marzolo 1
35131 Padova (Italy) (literal)
- Titolo
- Spider-like Oligothiophenes (literal)
- Abstract
- Careful analysis and comparison of optical and electrochemical data
available in recent literature for multi-thiophene molecular assemblies
suggested a few basic rules for the design of structurally simple and
easily accessible oligothiophenes endowed with properties not far from
those exhibited by much more complex and synthetically demanding
architectures. The synthesis and computational investigation of three
examples of a class of oligothiophenes (spider-like) tailored according
to these indications are reported together with their exhaustive
optical and electrochemical characterization. The new compounds (T9(5),
T14(6), T19(7)) are characterized by a thiophene, a 2,2'-bithiophene
and a 2,2',5',2\"-terthiophene unit (the spider body) fully substituted
with 5-(2,2'-bithiophen)yl pendants (the spider legs). Absorption and
electrochemical data are in good agreement and point to a high
pi-conjugation level, comparable to those displayed by much larger
assemblies. Electrode potential cycling in proximity of the first
oxidation peak affords fast and reproducible formation of conducting,
highly stable [TXn](m) films, mainly consisting of dimers (m=2).
Electrooxidation kinetic experiments on deuterium-labelled T9(5),
coupled to laser-desorption-ionization mass spectroscopy on the
resulting dimer demonstrated that the coupling process is extremely
regioselective in the alpha positions of the more conjugated
pentathiophene chain. ne optical and the electrochemical properties of
the films are reported and discussed. A peculiar feature is their
impressive charge-trapping ability. Spider-like oligothiophenes are
promising materials for applications as active layers in
multifunctional organic devices. (literal)
- Prodotto di
- Autore CNR
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