烯亚胺盐的固态[2+2]光二聚反应：1,3-二乙酰基环丁烷的立体选择性合成
Solid-state [2+2] photodimerization of eniminium salts: stereoselective syntheses of 1,3-diacetylcyclobutanes.
作者信息
Yamada Shinji, Honda Yuka
机构信息
Professional University of Beauty & Wellness, 3-9-3 Ushikubo, Tsuzuki-ku, Yokohama 224-0012, Japan.
Ochanomizu University, 2-1-1 Otsuka, Bunkyo-ku, Tokyo 112-8610, Japan.
出版信息
Chem Commun (Camb). 2024 Sep 5;60(72):9821-9824. doi: 10.1039/d4cc03691c.
PMID:39171390
Abstract
Solid-state [2+2] photodimerization of eniminium ions oriented in a head-to-tail manner controlled by cation-π interactions produced HT dimers in high yields. As the resulting dimer is readily converted to 1,3-diacetylcyclobutane, the iminium serves as a removable orientation-controlling group for the conjugated ketones.
摘要
通过阳离子-π相互作用以头对尾方式取向的烯亚胺离子的固态[2+2]光二聚反应以高产率生成HT二聚体。由于生成的二聚体很容易转化为1,3-二乙酰基环丁烷，亚胺离子可作为共轭酮的可去除取向控制基团。
相似文献
1
Solid-state [2+2] photodimerization of eniminium salts: stereoselective syntheses of 1,3-diacetylcyclobutanes.烯亚胺盐的固态[2+2]光二聚反应：1,3-二乙酰基环丁烷的立体选择性合成
Chem Commun (Camb). 2024 Sep 5;60(72):9821-9824. doi: 10.1039/d4cc03691c.
2
Cation-pi controlled solid-state photodimerization of 4-azachalcones.4-氮杂查耳酮的阳离子-π控制固态光二聚反应
J Am Chem Soc. 2009 Feb 18;131(6):2098-9. doi: 10.1021/ja809906c.
3
Solid-State [2+2] Photodimerization of 1-Aryl-4-pyridylbutadienes in Cation-π-Controlled Crystals.固态[2+2]光二聚反应：在阳离子-π 控制晶体中 1-芳基-4-吡啶基丁二烯的反应。
Chem Asian J. 2020 Mar 2;15(5):581-584. doi: 10.1002/asia.201901707. Epub 2020 Feb 12.
4
Water-assisted assembly of (E)-arylvinylpyridine hydrochlorides: effective substrates for solid-state [2+2] photodimerization.水辅助组装 (E)-芳基乙烯基吡啶盐酸盐：固态 [2+2] 光二聚反应的有效底物。
Chem Commun (Camb). 2011 Aug 28;47(32):9143-5. doi: 10.1039/c1cc12572a. Epub 2011 Jul 8.
5
[4 + 4] photodimerization of azaanthracenes in both solution and solid phase controlled by cation-π interactions.吖嗪蒽的[4 + 4]光二聚反应在溶液和固相中均受阳离子-π 相互作用控制。
Org Lett. 2012 Mar 16;14(6):1572-5. doi: 10.1021/ol3003089. Epub 2012 Mar 2.
6
[2 + 2] Photodimerization of Naphthylvinylpyridines through Cation-π Interactions in Acidic Solution.[2 + 2] 萘基乙烯基吡啶在酸性溶液中通过阳离子-π相互作用进行光二聚反应。
Molecules. 2017 Mar 20;22(3):491. doi: 10.3390/molecules22030491.
7
Role of anions in the synthesis of cyclobutane derivatives via [2 + 2] cycloaddition reaction in the solid state and their isomerization in solution.阴离子在固态下通过[2+2]环加成反应合成环丁烷衍生物及其在溶液中的异构化作用。
J Org Chem. 2011 Oct 7;76(19):7860-5. doi: 10.1021/jo201268p. Epub 2011 Aug 29.
8
Stereoselective Photodimerization of 3-Arylindenones in Solution and in the Solid State.3-芳基茚满酮在溶液和固态中的立体选择性光二聚反应。
J Org Chem. 2018 Feb 16;83(4):2256-2262. doi: 10.1021/acs.joc.7b03147. Epub 2018 Jan 25.
9
Solid-state photodimerization of 9-methylanthracene as studied by solid-state 13C NMR.通过固态碳-13核磁共振研究9-甲基蒽的固态光二聚作用。
Solid State Nucl Magn Reson. 1998 Jun;11(3-4):189-96. doi: 10.1016/s0926-2040(98)00031-9.
10
Stereoselective Solid-State Synthesis of Substituted Cyclobutanes Assisted by Pseudorotaxane-like MOFs.类准轮烷金属有机框架辅助的取代环丁烷的立体选择性固态合成
Angew Chem Int Ed Engl. 2018 Sep 24;57(39):12696-12701. doi: 10.1002/anie.201806076. Epub 2018 Aug 29.
Zotero 插件