Synthesis, crystal structure and photo physical properties of isomeric fluorinated s-shaped polyaromatic dibenzo[c,l]chrysene derivatives

Moriguchi, Tetsuji; Tabuchi, Daichi; Yakeya, Daisuke; Tsuge, Akihiko; Jalli, Venkataprasad; Yoza, Kenji

doi:10.1016/j.molstruc.2017.09.057

Cited by 3 publications

(2 citation statements)

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“…The Wittig–Heck reaction was also extended for the synthesis of fluorine-containing s-shaped π-conjugated dibenzo[ c , l ]chrysene derivative by Tetsuji Moriguchi and co-workers in 2017 (ref. 24 ) in order to study it's photophysical properties as well as determine the structure owing to it's importance in semiconducting material and other electronic devices.…”

Section: Mizoroki–heck Reaction Between In Situ Ge...mentioning

confidence: 99%

“…The second method of tandem Wittig–Heck reaction 5,15–27 involves generation of required olefins by reacting aldehyde or ketones with acceptable phosphonium salt and then coupling of these olefin with aryl halide under Heck conditions to result in the formation of desired conjugated species (Scheme 4). Both of these methods of in situ generating the suitable olefins and then proceeding further with Heck coupling have been summarized in this review.…”

Section: Introductionmentioning

confidence: 99%

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The Mizoroki–Heck reaction between in situ generated alkenes and aryl halides: cross-coupling route to substituted olefins

Koranne¹,

Turakhia²,

Jha

et al. 2023

RSC Adv.

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Section: Mizoroki–heck Reaction Between In Situ Ge...mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The Mizoroki–Heck reaction between in situ generated alkenes and aryl halides: cross-coupling route to substituted olefins

Koranne¹,

Turakhia²,

Jha

et al. 2023

RSC Adv.

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Diindeno‐Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene: Syntheses, Structural Analyses, and Properties

Boominathan

Chang

Liu

et al. 2019

Chemistry A European J

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Diindeno‐fused dibenzo[a,h]anthracene 6 and diindeno‐fused dibenzo[c,l]chrysene 9 contain the key moieties 1,4‐quinodipropene (1,4‐QDP) and 2,6‐naphthoquinodipropene (2,6‐NQDP), respectively, and they both have an open‐shell singlet ground state. The latter compound exhibits a strong biradical character and interesting properties, including a low ΔET−S (2.44 kcal mol−1), a small HOMO–LUMO gap (1.06 eV), a wide photoabsorption range (250–1172 nm), and a large two‐photon absorption cross‐section (σ=1342±56 GM). This work verifies that 6 has a slightly larger HOMO–LUMO gap and ΔET−S than its helical isomer diindeno[2,1‐f:1′,2′‐j]picene (DIP), but is a much stronger two‐photon absorber, verifying the important effect of geometry on the photophysical properties.

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Synthesis, characterization and photo physical properties of two novel n-type semiconductor materials with trifluoromethyl and cyano groups

Moriguchi

Yakeya

Jalli³

2019

Journal of Molecular Structure

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Synthesis, crystal structure and photo physical properties of isomeric fluorinated s-shaped polyaromatic dibenzo[c,l]chrysene derivatives

Cited by 3 publications

References 20 publications

The Mizoroki–Heck reaction between in situ generated alkenes and aryl halides: cross-coupling route to substituted olefins

The Mizoroki–Heck reaction between in situ generated alkenes and aryl halides: cross-coupling route to substituted olefins

Diindeno‐Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene: Syntheses, Structural Analyses, and Properties

Synthesis, characterization and photo physical properties of two novel n-type semiconductor materials with trifluoromethyl and cyano groups

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