Second-order nonlinear optical properties of tetrathiafulvalene-π-(thio)barbituric acid chromophores

Garı́n, Javier; Orduna, Jesús; Rupérez, José Ignacio; Alcalá, R.; Villacampa, Belén; Sánchez, Carlos; Martín, Nazario; Segura, José L.; González, Mar

doi:10.1016/s0040-4039(98)00553-x

Cited by 58 publications

(18 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The reduced r is a critical issue owing to the short ! of organic molecules, and distinguishes the fused betaines 20-23 (r ¼ 4{5 Å ) from the non-fused neutral molecules 24 (r > 10 Å ) 98 or 25 and 26 (r ¼ 6{7 Å ) by Morita et al, 99,100 and betaines 27 and 28 (r > 10 Å ) by Suzuki et al 101,102 (Chart 5). Selected organic conductors of betainic radicals are summarized in Table 6.…”

Section: U: ð11þmentioning

confidence: 98%

Development of Conductive Organic Molecular Assemblies: Organic Metals, Superconductors, and Exotic Functional Materials

Saito¹,

Yoshida²

2007

Bulletin of the Chemical Society of Japan

370

127

View full text Add to dashboard Cite

show abstract

Section: U: ð11þmentioning

confidence: 98%

Development of Conductive Organic Molecular Assemblies: Organic Metals, Superconductors, and Exotic Functional Materials

Saito¹,

Yoshida²

2007

Bulletin of the Chemical Society of Japan

370

127

View full text Add to dashboard Cite

show abstract

“…11, Table 7). 48 Compound 15 has been used as a model push-pull chromophore to investigate the effect of polyenic vs. aromatic p-linkers by resonance Raman intensity analysis. It was suggested that the two-state model is more appropriate for polyenic than aromatic chromophores.…”

Section: Tuning Through the P-systemmentioning

confidence: 99%

Fundamental aspects of property tuning in push–pull molecules

2014

View full text Add to dashboard Cite

Property tuning in selected examples of D-p-A molecules has been discussed and summarized in this review article. The tuning and structure-property relationships have been demonstrated on the particular A, p and D parts of the push-pull molecule. Special emphasis has been put on the tuning of the FMO levels and optical properties. Further prospective applications of the given chromophore have also been considered.

show abstract

“…Low μβ values were obtained for derivative 171 bearing the weak formyl electron acceptor 192. An improvement in the μβ values was observed when the formyl group was replaced by stronger electron acceptors such as dicyanomethylene ( 172 ),192, 193 nitrobenzene ( 173 )194 and (thio)barbituric acid ( 175 – 177 ),195 with the best results ( μβ =1350.10 −48 esu) being observed when the strong acceptor 3‐(dicyanomethylidene)indan‐1‐one was used in combination with the TTF unit 196…”

Section: Nonconventional Applications Of Ttf Derivativesmentioning

confidence: 99%

New Concepts in Tetrathiafulvalene Chemistry

Segura

Martı́n

2001

Angew. Chem. Int. Ed.

Self Cite

858

402

View full text Add to dashboard Cite

Tetrathiafulvalene (TTF) and its derivatives were originally prepared as strong electron‐donor molecules for the development of electrically conducting materials. This Review emphasizes how TTF and its derivatives offer new and in some cases little‐exploited possibilities at the molecular to the supramolecular levels, as well as in macromolecular aspects. TTF is a well‐established molecule whose interest goes beyond the field of materials chemistry to be considered an important building block in supramolecular chemistry, crystal engineering, and in systems able to operate as machines. At the molecular level, TTF is a readily available molecule which displays a strong electron‐donor ability. However, its use as a catalyst for radical–polar crossover reactions, thus mimicking samarium iodide chemistry, has only recently been addressed. Important goals have been achieved in the use of TTF at the macromolecular level where TTF‐containing oligomers, polymers, and dendrimers have allowed the preparation of new materials that integrate the unique properties of TTF with the processability and stability that macromolecules display. The TTF molecule has also been successfully used in the construction of redox‐active supramolecular systems. Thus, chemical sensors and redox‐switchable ligands have been prepared from TTF while molecular shuttles and molecular switches have been prepared from TTF‐containing rotaxanes and catenanes. A large synthetic effort has been devoted to the preparation of the so‐called organic ferromagnets, many of which are derived from TTF. The main task in these systems is the introduction of ferromagnetic coupling between the conduction electrons and localized electrons. TTF has also played a prominent role in molecular electronics where TTF‐containing D‐σ‐A molecules have allowed the preparation of the first confirmed unimolecular rectifier. Recently, it has been confirmed that TTF can display efficient nonlinear optic (NLO) responses in the second and third harmonic generation as well as a good thermal stability. These findings can be combined with the redox ability of TTF as an external stimuli to provide a promising strategy for the molecular engineering of switchable NLO materials. Fullerenes endowed with TTF exhibit outstanding photophysical properties leading to charge‐separated (CS) states that show remarkable lifetimes.

show abstract

Second-order nonlinear optical properties of tetrathiafulvalene-π-(thio)barbituric acid chromophores

Cited by 58 publications

References 20 publications

Development of Conductive Organic Molecular Assemblies: Organic Metals, Superconductors, and Exotic Functional Materials

Development of Conductive Organic Molecular Assemblies: Organic Metals, Superconductors, and Exotic Functional Materials

Fundamental aspects of property tuning in push–pull molecules

New Concepts in Tetrathiafulvalene Chemistry

Contact Info

Product

Resources

About