The indium(III) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; their photochromic and acetate sensing properties

Rao H. Surya Prakash; Desai Avinash

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The indium(III) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; their photochromic and acetate sensing properties

机译：氯化铟（III）催化的硫结合3-酰基香豆素的合成;它们的光致变色和乙酸盐感测特性

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The synthesis and evaluation of the photochromic properties of 3-acylcoumarins are very important as they exhibit selective sensing properties. We found that InCl3 efficiently catalyzes the condensation of 2-hydroxybenzaldehydes and beta-keto esters to provide near quantitative yields of 3-acylcoumarins. The 3( phenylsulfanyl/phenylsulfinyl/phenylsufonyl) propanoyl coumarins with an electron-donating NMe2 group at the C7 position were prepared to evaluate the influence of sulfur on the emission and acetate ion sensing properties. Our studies revealed that 7-(diethylamino)-3-(3-(phenylsulfanyl/phenylsulfinyl/phenylsufonyl) propanoyl)-2H-chromen-2-one exhibits excellent fluorescence emission in hexane and ethyl acetate (Phi approximate to 80%). The 3-acylcoumarin with sulfone in the C3-acyl side-chain detects acetate anions selectively and this property can be conveniently followed by fluorescence emission spectroscopy.

机译：3-酰基香豆素的光致变色性质的合成和评估非常重要，因为它们具有选择性的传感性质。我们发现InCl3有效催化2-羟基苯甲醛和β-酮酸酯的缩合，以提供接近定量的3-酰基香豆素收率。制备了在C7位带有给电子NMe2基的3（苯基硫烷基/苯基亚磺酰基/苯基亚磺酰基）丙酰基香豆素，以评价硫对发射和乙酸根离子感测性能的影响。我们的研究表明，7-（二乙氨基）-3-（3-（苯硫烷基/苯基亚磺酰基/苯磺酰基）丙酰基）-2H-铬-2--2-酮在己烷和乙酸乙酯中的荧光发射极佳（Phi约为80％）。在C3-酰基侧链中带有砜的3-酰基香豆素可以选择性地检测乙酸根阴离子，并且可以通过荧光发射光谱法方便地跟踪此特性。

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《RSC Advances》 |2014年第109期|共8页
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Rao H. Surya Prakash; Desai Avinash;
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1. The indium(III) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; their photochromic and acetate sensing properties [J] . Rao H. Surya Prakash, Desai Avinash RSC Advances . 2014,第109期

机译：氯化铟（III）催化的硫结合3-酰基香豆素的合成;它们的光致变色和乙酸盐感测特性
2. Synthesis of Chromane Derivatives by Palladium-Catalyzed Intramolecular Allylation of Aldehydes with Allylic Acetates or Chlorides Using Indium and Indium(III) Chloride [J] . Han-Young Kang, Van Cuong Nguyen, Yeon-Kwon Yu, Bulletin of the Korean Chemical Society . 2005,第5期

机译：钯和氯化铟（III）通过钯催化的烯丙基乙酸盐或氯化物与醛的分子内烯丙基化反应合成铬衍生物
3. Indium(III) Chloride Catalyzed Allylation of gem-Diacetates: A Facile Synthesis of Homoallyl Acetates [J] . J.S.Yadav, B.V.Subba Reddy, Ch.Madhuri, Chemistry Letters . 2001,第1期

机译：氯化铟（III）催化的宝石二乙酸酯的烯丙基化：乙酸均烯丙基酯的简便合成
4. Coupling Reaction of Alkyl Chlorides with Silyl Enolates Catalyzed by Indium Trihalide [C] . Yoshihiro Nishimoto, Makoto Yasuda, Akio Baba Symposium on Organometallic Chemistry . 2007

机译：用铟三卤化铟催化烷基氯化物烯醇烯醇烯醇的反应
5. Catalyst Mediated Growth and Optical Properties of Group III-V Nanowires: Gold catalyzed Gallium Arsenide and Self-catalyzed Indium Phosphide [D] . Park, Jeung Hun 2013

机译：催化剂介导的III-V族纳米线的生长和光学性质：金催化砷化镓和自催化磷化铟
6. S(vi) in three-component sulfonamide synthesis: use of sulfuric chloride as a linchpin in palladium-catalyzed Suzuki–Miyaura coupling [O] . Xuefeng Wang, Min Yang, Shengqing Ye, 2021

机译：S（vi）三组分磺酰胺合成：在钯催化的铃木 - miyaura联轴器中使用硫氯化物作为Linchpin
7. Indium(III) Acetate-Catalyzed Intermolecular Radical Addition of Organic Iodides to Electron-Deficient Alkenes [O] . -1

机译：铟（III）乙酸催化分子间基团加入有机碘化物至电子缺乏烯烃

The indium(III) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; their photochromic and acetate sensing properties

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