19357-64-3Relevant articles and documents
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Trueb,Eugster
, p. 969 (1972)
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High-Intensity Laser-Jet Photochemistry: Formation of Benzocyclobutenedione from 1,2,3-Indantrione via Transient Targeting
Adam, Waldemar,Patterson, Wesley S.
, p. 7769 - 7773 (1995)
The photochemistry of 1,2,3-indantrione (1) under high-intensity (laser-jet) conditions has been investigated.Irradiation of trione 1 in a benzene solution under laser-jet conditions produces a complex mixture in which benzocyclobutenedione (2) is observed to be the sole high-intensity product (ca. 11percent yield, six cycles, 3..5 W MLUV argon ion laser) as compared to conventional irradiation (dispersed laser beam, 20 min, 3.5 W MLUV argon ion laser).Under similar conditions, dione 2 was not observed to undergo photolysis in the laser-jet (mass balance ca. 90percent).Additionally, phthalic anhydride, (E)-1,1'-bis-isobenzofuranylidene-3,3'-dione ((E)-4), and 2-benzopyrano-benzopyran-6,12-dione (5) were identified also in both the laser-jet and conventional irradiations of both trione 1 and dione 2.In view of the previously reported product studies, it is proposed that the formation of dione 2 under laser-jet conditions occurs by a photochemical electrocyclization of the intermediary cyclohexadiene-1,2-bisketene (B).The decarbonylation of trione 1 to bisketene B and the electrocyclization of the transient bisketene B to dione 2 constitute an unprecedented sequential multiple-photon transformation of polyketones in solution, which has been uncovered through product studies by using the novel laser-jet technique.
Palladium-Catalyzed Double Carbonylative Cyclization of Benzoins: Synthesis and Photoluminescence of Bis-Ester-Bridged Stilbenes
Tani, Yosuke,Ogawa, Takuji
, p. 7442 - 7446 (2018)
A palladium-catalyzed double carbonylative cyclization of benzoins has been developed, which realizes the synthesis of bis-ester-bridged stilbenes just in two steps from aldehydes. Thus, the obtained fully fused tetracyclic π-systems have a pyrano[3,2-b]pyran-2,6-dione (PPD) core on their center, showing two reversible reductions at low potentials. In addition, their photoluminescence properties are strikingly affected by the aromatic rings fused to the PPD core; bis-thieno-fused PPDs are found to be excellent fluorophores with quantum yields up to 0.98.
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Bird,Wong
, p. 2331,2334 (1974)
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New coupling reactions of some acyl chlorides with samarium diiodide in the presence of samarium: Carbinols from three acyl units
Clausen, Christian,Weidner, Ingo,Butenschoen, Holger
, p. 3799 - 3806 (2007/10/03)
A mixture of samarium(II) iodide and samarium can induce a coupling reaction of three molecules of alkanoyl halide to give trialkylcarbinols of 2-hydroxy-1,3-diones. When aliphatic, unbranched alkanoyl chlorides are used, this new coupling reaction provides trimeric products as the main reaction products. Tetrahydropyran (THP) proved superior as the solvent because no ring-opening and subsequent reaction with the alkanoyl halides was observed under the reaction conditions, unlike when THF was used. Wiley-VCH Verlag GmbH, 2000.