Reactions of α,α‐Disubstituted Benzyl Anions with Carbonium Ions. Synthesis of p‐Quinodimethanes

Gompper, Rudolf; Kutter, Eberhard; Wagner, Hans‐Ulrich

doi:10.1002/anie.196605172

Cited by 3 publications

(2 citation statements)

References 4 publications

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“…Although the limited solubility of these derivatives has precluded a full comparative study, it should be noted that whereas 2 shows a positive solvatochromism, the inverse holds for compound 5c , as previously noted for closely related derivatives. 9a, These facts reflect the increased zwitterionic character of 5c when compared to 2 , in agreement with the structural and electronic features discussed above.…”

Section: Introductionsupporting

confidence: 77%

Tuning First Molecular Hyperpolarizabilities through the Use of Proaromatic Spacers

et al. 2005

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In this paper, we describe the second-order nonlinear optical properties of a series of 1,3-dithiole-based electron donor-acceptor systems incorporating proaromatic donor and spacer groups. Modification of the proaromaticity of the quinoid spacer gives rise to NLO-phores with mubeta values ranging from -2000 x 10(-)(48) esu to +3000 x 10(-)(48) esu. Quite surprisingly, compounds with a p-benzoquinoid spacer and a strong acceptor group show negative mubeta values, usually associated to zwitterionic ground states, and yet they are largely quinoid, as evidenced by crystallographic data and theoretical calculations. Progressive benzoannulation of the spacer and introduction of alkylsulfanyl substituents on the dithiole donor unit result in a shift to more positive mubeta values. DFT and ab initio calculations verify these empirical trends.

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Section: Introductionsupporting

confidence: 77%

Tuning First Molecular Hyperpolarizabilities through the Use of Proaromatic Spacers

et al. 2005

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“…It is interesting to note, in conclusion, that when ethoxydiphenylcyclopropenylium fluoroborate (CCXX-XIII) was condensed with phenylmalononitrile, the reaction took place in the phenyl ring, leading to CCXLII (140).…”

Section: Triafulvenesmentioning

confidence: 99%

Fulvenes and substituted fulvenes

Bergmann¹

1968

Chem. Rev.

218

100

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Fundamental aspects of property tuning in push–pull molecules

2014

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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.

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Reactions of α,α‐Disubstituted Benzyl Anions with Carbonium Ions. Synthesis of p‐Quinodimethanes

Cited by 3 publications

References 4 publications

Tuning First Molecular Hyperpolarizabilities through the Use of Proaromatic Spacers

Tuning First Molecular Hyperpolarizabilities through the Use of Proaromatic Spacers

Fulvenes and substituted fulvenes

Fundamental aspects of property tuning in push–pull molecules

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