Heterocyclic analogs of pleiadiene

Соколов, В. И.; Ardashev, B. I.; Kashparov, I. S.; Пожарский, А. Ф.

doi:10.1007/bf00472332

Cited by 6 publications

(4 citation statements)

References 4 publications

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“…1,2-Dimethylperimidinyl methiodide was prepared in a manner similar to that of Pozharskii . Iodomethane (30.2 g, 0.21 mol) was added in one portion to a solution of 1,2-dimethylperimidine (20.8 g, 0.106 mol) in dimethylformamide (80 mL) at 100 °C.…”

Section: Methodsmentioning

confidence: 99%

“…1,2-Dimethylperimidine was prepared by a modified procedure of Pozharskii. 34 Iodomethane (46.88 g, 0.33 mol) was added dropwise over a period of 10 min to a solution of 2-methylperimidine 35 (30.0 g, 0.165 mol) in 60 mL of dimethylformamide at 100 °C (Baker spectrophotometric grade), containing finely powdered potassium carbonate (22.75 g, 0.165 mol). The mixture was heated for 30 min, giving a yellow precipitate.…”

Section: Nn′-dimethyl-nn′-bis(p-tolylsulfonyl)-22′-diaminobiphenylmentioning

confidence: 99%

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Optical Properties of Spiroconjugated Charge-Transfer Dyes

et al. 1996

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A new type of intramolecular charge-transfer dye has been prepared. The LUMO of the acceptor part (1,3-indandione) in these compounds is spiroconjugated with the HOMO of the donor part (aromatic diamine or amino thiol). The interaction between the donor and acceptor is controlled by the energy and symmetry of the frontier orbitals. The ground state dipole moments of these compounds are aligned along the long molecular axes. In the solid state, distortions of structures are observed that are consistent with partial electron shift from the donor to the acceptor. Much more pronounced electron density shifts accompany the electronic transition that is observed in the visible region of the spectrum. These transitions are of the charge-transfer (CT) type, as shown by solvatochromic and electrooptical studies. The excited state dipole moments are in the direction opposite to that of the ground state. These observations are consistent with the excited state having radical ion pair character. The new dyes are modeled using a simple Mulliken charge-transfer theory. The mixing coefficient of neutral and ionic wave functions describing these systems is used as a measure of spiroconjugation between the subchromophores. The electrooptical data provide an estimate of the contribution of the CT transitions to the hyperpolarizabilities (β) within the two-state model. The measured values of β indicate, however, that spiro dyes have two opposing contributions to their hyperpolarizabilities, one from the CT transition and one due to the acceptor subchromophore.

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Section: Methodsmentioning

confidence: 99%

Section: Nn′-dimethyl-nn′-bis(p-tolylsulfonyl)-22′-diaminobiphenylmentioning

confidence: 99%

Optical Properties of Spiroconjugated Charge-Transfer Dyes

et al. 1996

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“…Because of the continuing interest in this eld, investigation into simple methods for the synthesis of perimidines is important. Herein, a novel compound 2-(4-bromophenyl)-1,3-dimethyl-2,3-dihydro-1H-perimidine was synthesized [7][8][9][10][11] and characterized by single-crystal X-ray di raction. The title molecule shows a crystallographicall imposed mirror symmetry (see the gure).…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 2-(4-bromophenyl)-1,3-dimethyl-2,3-dihydro-1H-perimidine, C₁₉H₁₇BrN₂

Yuan

Zhang

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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“…There are several preparative methods available for the synthesis of perimidine derivatives [9][10][11][12][13]. The most common method is the condensation reaction of 1,8-diaminonaphthalene with a carbonyl group [14][15][16]. Herein, a perimidine iodate was synthesized and characterized by single-crystal X-ray diffraction [14,15].…”

Section: Commentmentioning

confidence: 99%