Allyl Radical Nature of a Phenylcyclopentadienyl Radical Annelated with Two Homoadamantene Frameworks

Ogawa, Kohei; Komatsu, Kôichi; Kitagawa, Toshikazu

doi:10.1021/jo200748m

Cited by 9 publications

(9 citation statements)

References 32 publications

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“…The aromatic neutral five-membered ring radicals have attracted great interest in fundamental chemistry, − organometallics, , and physical chemistry . Deprotonated 3,4,5-substituted pyrazoles with the aromatic 6π electronic structure [3,4,5-R 1 R 2 R 3 pz] − ( 1 ; R 1 , R 2 , R 3 = H, alkyl, aryl, etc.…”

mentioning

confidence: 99%

Direct Evidence for Neutral N-Pyrazolyl Radicals: Paddlewheel Dibismuthanes Bearing Pyrazolato Ligands with Very Short Bi–Bi Single Bonds

et al. 2017

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Neutral N-pyrazolyl radicals [3,5-Rpz] as reactive intermediates were generated by one-electron oxidization of the corresponding 3,5-disubstituted pyrazolato anions [3,5-Rpz] (R = tBu, Ph) with BiCl and trapped by the use of 5,5-dimethyl-1-pyrroline-N-oxide as a spin trap, which was confirmed by electron paramagnetic resonance spectral analysis. With dimerization of the postulated pyrazolato low-valent Bi radical species, two novel paddlewheel pyrazolatodibismuthanes [L(Bi-Bi)L] [L = η,η-3,5-Rpz; R = tBu (5α, 5β, and 5γ), Ph (6)] were isolated and structurally characterized.

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mentioning

confidence: 99%

Direct Evidence for Neutral N-Pyrazolyl Radicals: Paddlewheel Dibismuthanes Bearing Pyrazolato Ligands with Very Short Bi–Bi Single Bonds

et al. 2017

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“…5, 18a-c are typical pentaphenylcyclopentadienyl radicals, and radical electrons could be delocalized on the cyclopentalienyl ring. [51][52][53] Among them, 18c is the only airstable monoradical due to the delocalization of TIPS ethynyl substituents. 52 The fluorenyl radical could be regarded as a dibenzo fused cyclopentalieny radical, and according to DFT calculation results, spin electrons could delocalize on the whole fluorene.…”

Section: Spin-delocalization By Organic P Systemsmentioning

confidence: 99%

Recent progress in open-shell organic conjugated materials and their aggregated states

Dong

2022

J. Mater. Chem. C

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“…Only afew molecules, 7a-c and 8R,were isolated and their X-ray crystal structures reported. [35][36][37] Among these,…”

Section: Cyclopentadienyl and Fluorenyl Radicalsmentioning

confidence: 99%

Platforms for Stable Carbon‐Centered Radicals

2019

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Organic radicals can potentially play important roles in functional materials owing to an unpaired electron, but they are usually highly reactive and difficult to use. Therefore, stabilization of organic radicals is important. Among organic radicals, carbon‐centered radicals are promising because of their trivalent nature, which enables structural diversity and elaborate designs, but they are also less stable because of the reactivities towards carbon–carbon bond formation and atmospheric oxygen. Recently, stable carbon‐centered radicals across diverse molecular platforms have been increasingly explored. This Minireview highlights these newly explored, stable carbon‐centered radicals, with a focus on porphyrinoid‐stabilized radicals because of their remarkable spin delocalization abilities.

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Allyl Radical Nature of a Phenylcyclopentadienyl Radical Annelated with Two Homoadamantene Frameworks

Cited by 9 publications

References 32 publications

Direct Evidence for Neutral N-Pyrazolyl Radicals: Paddlewheel Dibismuthanes Bearing Pyrazolato Ligands with Very Short Bi–Bi Single Bonds

Direct Evidence for Neutral N-Pyrazolyl Radicals: Paddlewheel Dibismuthanes Bearing Pyrazolato Ligands with Very Short Bi–Bi Single Bonds

Recent progress in open-shell organic conjugated materials and their aggregated states

Platforms for Stable Carbon‐Centered Radicals

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