Novel substituted poly(benzo[c]thiophenes); controlling the n- and p-doping potentials

King, Geoff; Higgins, Simon J.

doi:10.1039/c39940000825

Cited by 27 publications

(10 citation statements)

References 10 publications

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“…Introduction of a transition of 17 at 474 nm is red shifted by 174 nm compared to bithiophene (BT) while the slight increase of the oxidation methyl group decreases the electropolymerisation potential but increases the oxidation potential of the resulting ECP. 28 potential suggests that the carbonyl group has only a moderate effect on the HOMO level. Similarly the resulting ECP exhibits Halogen substitution induces a large positive shift of the potential for n doping but does not drastically modify the only a modest increase of the oxidation potential compared to poly(BT).…”

Section: Small Band Gap Ecpsmentioning

confidence: 99%

Electrogenerated functional conjugated polymers as advanced electrode materials

Roncali¹

1999

J. Mater. Chem.

299

204

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Section: Small Band Gap Ecpsmentioning

confidence: 99%

Electrogenerated functional conjugated polymers as advanced electrode materials

Roncali¹

1999

J. Mater. Chem.

299

204

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“…These are manifestations of a relatively low ionization potential and electron affinity, respectively. In view of these problems, there has been an increased interest in derivatives with higher electron affinities/ionization potentials …”

Section: Introductionmentioning

confidence: 99%

Density Functional Study of Polythiophene Derivatives

Brocks

1996

J. Phys. Chem.

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Density functional calculations within the Car−Parrinello framework are used to obtain self-consistently the electronic and the geometrical structures of polythiophene derivatives. The relation between the electronic states and quinoid vs aromatic structures is studied on a series of substituted polythiophenes (PTh) and polyisothianaphthenes (PITN). Excellent agreement is found with experimental data, where these are available. Some shortcomings of semiempirical methods in describing π bonds with heteroatoms are revealed. A unique minimal energy structure is obtained for each of the polymers; no other local minima are found. The general rule is that a polymer adapts the structure that leads to the largest possible band gap, which for PTh-like polymers is the aromatic structure and for PITN-like polymers is the quinoid structure. Substitutions do not change the basic geometry and electronic structure of either PTh or PITN but can alter the band gap by several tenths of an electronvolt.

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“…[6] Among these, epidermal growth factor (EGF) has been shownt op articipate in many types of solidt umour,i ncluding heada nd neck, breast, colon,o varian, and non-small-celll ung cancer. [7,8] To perform its function, EGF binds with high affinity (K D = 1.9 nm) [9] to its membrane receptor (EGFR), [10] andt his triggers intracellular events that lead to uncontrolled cell growth, tumour invasion, and metastasis. [8] Therefore, the EGF-EGFR pathway has become am ain focus for selective chemotherapeutic intervention, and as ar esult, two classes of EGFR inhibitors have been clinically approved, namely,m onoclonal antibodies [11] (cetuximab, panitumumab), which target the extracellulard omain of EGFR,a nd small-molecule kinase inhibitors [12] (gefitinib, erlotinib), which block the intracellular phosphorylation of the receptor.…”

Section: Introductionmentioning

confidence: 99%

Toward a Novel Drug To Target the EGF–EGFR Interaction: Design of Metabolically Stable Bicyclic Peptides

et al. 2017

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In cancer, proliferation of malignant cells is driven by overactivation of growth‐signalling mechanisms, such as the epidermal growth factor receptor (EGFR) pathway. Despite its therapeutic relevance, the EGF–EGFR interaction has remained elusive to inhibition by synthetic molecules, mostly as a result of its large size and lack of binding pockets and cavities. Designed peptides, featuring cyclic motifs and other structural constraints, have the potential to modulate such challenging protein–protein interactions (PPIs). Herein, we present the structure‐based design of a series of bicyclic constrained peptides that mimic an interface domain of EGFR and inhibit the EGF–EGFR interaction by targeting the smaller partner (i.e., EGF). This design process was guided by the integrated use of in silico methods and biophysical techniques, such as NMR spectroscopy and surface acoustic wave. The best analogues were able to reduce selectively the viability of EGFR+ human cancer cells. In addition to their efficacy, these bicyclic peptides are endowed with exceptional stability and metabolic resistance—two features that make them suitable candidates for in vivo applications.

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Novel substituted poly(benzo[c]thiophenes); controlling the n- and p-doping potentials

Abstract: Methyl-, chloro-and fluoro-substitution in the C6 ring has little effect on the oxidation of polybenzo[c]thiophene films to the p-doped conducting form, but has a marked effect on reduction to the n-doped form: poly(5,6dichlorobenzo[c]thiophene) is n-doped at E < -0.35 V (SCE).

Cited by 27 publications

References 10 publications

Electrogenerated functional conjugated polymers as advanced electrode materials

Electrogenerated functional conjugated polymers as advanced electrode materials

Density Functional Study of Polythiophene Derivatives

Toward a Novel Drug To Target the EGF–EGFR Interaction: Design of Metabolically Stable Bicyclic Peptides

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