有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
光反応と有機合成化学：基礎・理論から応用まで
  • 公開日: 2025/02/03      更新日: 2025/02/03

    光反応は、環境・エネルギー、生命・医農薬、材料などの研究と関連する学際領域です。有機合成化学の着眼で、長期にわたって積み上げられた広範なアプローチを集約しました。どうぞお楽しみください。
    （編者一同）

26件中21～26件の論文を表示しています
  • 55 巻 (1997) 5 号 p. 460-465      公開日: 2025/02/03
    光エネルギーの利用-新しい光化学反応
    大谷 文章
    Principle and recent development of photochemical reactions which are applicable to organic syntheses are interpreted. Special emphasis is placed on the new types of heterogeneous photoinduced reactions, e.g., semiconductor photocatalytic reactions, photoreactions of solid, and those of incorporated or intercalation compounds. Some industrialized photoreactions, e.g. photonitrosation of cyclohexane, or photochlorination of pyridines are also reviewed in order to see the perspective for application of photoreactions.
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  • 62 巻 (2004) 6 号 p. 598-606      公開日: 2025/02/03
    エノンの光反応の新展開
    三上 幸一, 松本 祥治, 田中 悟史
    Asymmetric photochemical synthesis has still remained as the frontier in science and technology, for which circular polarized light and chiral sensitizers have been employed. We report the photochemical carbon skeletal reorganization of the α-hydroxymethylenone, involving the Cs symmetric dihydroxytrimethylenemethane ((OH)2-TMM) as a common intermediate. Asymmetric desymmetrization of the Cs symmetric (OH)2-TMM intermediates by matched C2 symmetric chiral controllers with a chiral supercage provides an asymmetric route to the photochemical synthesis of 1, 4-dicarbonyl compounds of synthetic use for cyclopentanoids and 5-membered heterocycles. The enantiospecific carbon skeletal rearrangement through triple binding with C2 symmetric chiral controllers, diphenylethylenediamine (DPEN) and a chiral supercage, γ-CD is thus highlighted.
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  • 68 巻 (2010) 1 号 p. 52-63      公開日: 2025/02/03
    いかにしてフォトクロミック電子環状反応を立体選択的に行うか
    横山 泰
    The development of highly diastereoselective photochromic compounds that our group has carried out in the past 15 years is described here. Observations by 1H NMR of the enantiomeric isomerization of helically chiral hexatriene moiety of a fulgide which undergoes photochemical 6π-electrocyclization are first described, followed by discussions on the optical resolution of a fulgide and diastereoselective photochromism of an (R)-binaphthol-modified fulgide. A new concept of diastereoselective photochromism has also been realized by using diarylethenes as the template. The concept consists of: (i) Allylic 1,3-strain and (ii) electronic and steric repulsions between the oxygen atoms on a substituent on the stereogenic carbon atom attached to the ring-closing carbon atom located at one terminal of the hexatriene moiety and the heteroatom on the second heteroaromatic ring. Finally, a general strategy to achieve extraordinarily high diastereoselectivity of up to 100:0 has been demonstrated by the introduction of dual chiral stereocontrolling substituents to diarylethenes.
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  • 73 巻 (2015) 5 号 p. 460-468      公開日: 2025/02/03
    フローマイクロリアクターを利用した高効率·高選択的なジアステレオ区別有機光反応
    西山 靖浩, 水野 一彦
    This article describes the highly efficient asymmetric photoreactions using flow microreactor. Organic photochemical reactions are highly effective methods forming complicated or distorted structures that cannot be obtained easily by conventional thermal reactions. On the other hand, photoreactions suffer from low reaction efficiency in common batch reactors owing to low light penetration. To solve this problem, microreactors have recently been fascinated. The asymmetric [2+2] photocycloadditions performed in both hand-made capillary reactors and purchased microreactors, and could be achieved higher diastereoselectivity and productivity than those in batch reactors. Additionally, the Paternò-Büchi type photoreactions in slug flow conditions with organic layer and unreactive layer (water or nitrogen gas) showed the unprecedented enhancement on reaction efficiency. These results demonstrate the good potential of micro flowreactor to achieve the efficient organic photoreactions not only in the lab scale chemistry but also in the process chemistry.
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  • 75 巻 (2017) 2 号 p. 144-152      公開日: 2025/02/03
    電荷移動錯体の選択励起による光不斉合成
    森 直

    The use of photoreactions such as photoredox catalysts in asymmetric synthesis has been expansively recognized as expedient procedure over the past decade. In this paper, a potential application of photoreaction of Charge-Transfer (CT) complex for asymmetric synthesis is described. In chiral donor-acceptor systems, excitation wavelength, along with other environmental factors such as solvent polarity and temperature, plays more substantial role in determining the stereoselectivity of the photochemical outcomes. Accordingly, the excited CT complex produced upon the selective CT-band excitation behaves completely different from the conventional exciplex, which is formed by the direct excitation of donor or acceptor. Such unique wavelength effect, together with other entropic controls, may possibly come to be valuable means in asymmetric photochemical synthesis for the future.
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  • 80 巻 (2022) 8 号 p. 782-785      公開日: 2025/02/03
    光化学事始め
    穐田 宗隆
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