Evidence for diazenyl allyl diradicals in the thermolysis of 4-alkylidene-1-pyrazolines

Crawford, Robert J.; Chang, Moon Ho

doi:10.1016/0040-4020(82)80164-6

Tetrahedron

1982

DOI: 10.1016/0040-4020(82)80164-6

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Evidence for diazenyl allyl diradicals in the thermolysis of 4-alkylidene-1-pyrazolines

Robert J. Crawford

Moon Ho Chang

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1986

2024

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Cited by 16 publications

References 26 publications

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Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Fuchs,

Oberhof,

Sauter

et al. 2024

Angewandte Chemie

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Non‐Kekulé quinoidal azaacences m‐A (1a,b) were synthesized and compared to their para‐ and ortho‐quinodimethane analogues. m‐Adisplay high diradical characters (1b: y0 = 0.88) due to their meta‐quinodimethane (m‐QDM) topology. Electron paramagnetic, nuclear magnetic resonance spectroscopies and supraquantum interference device measurements in combination with quantum‐chemical calculations revealed singlet ground states for m‐A with singlet‐triplet gaps ΔEST (0.13‐0.25 kcal mol‐1) and thermally populated triplet states. These non‐Kekulé structures are over all void of zwitterionic character and possess record high two‐photon absorption cross sections over a broad spectral range in the near‐infrared.

show abstract

Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Fuchs,

Oberhof,

Sauter

et al. 2024

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Fuchs,

Oberhof,

Sauter

et al. 2024

Angew Chem Int Ed

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Zum Mechanismus der Cyclopropan‐„walk”︁‐Umlagerung: Synthese und Eigenschaften von Diazoalkan‐Addukten des 1,3‐Cyclobutadiens

1986

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Evidence for diazenyl allyl diradicals in the thermolysis of 4-alkylidene-1-pyrazolines

Cited by 16 publications

References 26 publications

Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Azaacene Diradicals Based on Non‐Kekulé Meta‐Quinodimethane with Large Two‐Photon Cross‐Sections in the Infrared Spectral Region

Zum Mechanismus der Cyclopropan‐„walk”︁‐Umlagerung: Synthese und Eigenschaften von Diazoalkan‐Addukten des 1,3‐Cyclobutadiens

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