Novel Nano-Size Inorganic-Bioorganic Hybrids Based on Graphene Oxide and Arginine-Derived Ionic Liquids (GO@Mono-Arg Malonate and GO@di-Arg Malonate): Versatile Catalysts to Prepare Spiro[Indeno[1,2-d]Pyrimidineindoline]Ones, Spiro[Indoline-Pyrimido[4,5-d]Pyrimidine]Ones, and Dihydro-Spiro[Indoline-Pyrimidine]-Carboxylates under Solvent-Free Conditions

IF 2.4 3区 化学 Q2 CHEMISTRY, ORGANIC Polycyclic Aromatic Compounds Pub Date : 2024-11-25 DOI:10.1080/10406638.2023.2281467
Mitra Rezanezhad , Kobra Nikoofar , Fatemeh Molaei Yielzoleh
{"title":"Novel Nano-Size Inorganic-Bioorganic Hybrids Based on Graphene Oxide and Arginine-Derived Ionic Liquids (GO@Mono-Arg Malonate and GO@di-Arg Malonate): Versatile Catalysts to Prepare Spiro[Indeno[1,2-d]Pyrimidineindoline]Ones, Spiro[Indoline-Pyrimido[4,5-d]Pyrimidine]Ones, and Dihydro-Spiro[Indoline-Pyrimidine]-Carboxylates under Solvent-Free Conditions","authors":"Mitra Rezanezhad ,&nbsp;Kobra Nikoofar ,&nbsp;Fatemeh Molaei Yielzoleh","doi":"10.1080/10406638.2023.2281467","DOIUrl":null,"url":null,"abstract":"<div><div>In this research, two novel nano-size inorganic-bioorganic hybrids based on graphene oxide were prepared <em>via</em> a two-step process. The ionic liquids obtained through the reaction of arginine and malonic acid, in a 1:1 and 1:2 molar ratio, afford mono-Arg malonate and di-Arg malonate, respectively. These two bio-based ILs characterized <em>via</em> FT-IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and GC-MASS techniques. In the second part, they embedded on graphene oxide core to gain the final nano-size inorganic-bioorganic hybrids (GO@mono-Arg malonate and GO@di-Arg malonate), which were identified through, FT-IR, FESEM, EDAX, and TGA/DSC, analysis. The catalytic efficacy of two obtained nanostructures examined in the synthesis a wide range of spiro[indeno[1,2-<em>d</em>]pyrimidineindoline]ones, spiro[indoline-pyrimido[4,5-<em>d</em>]pyrimidine]ones, and dihydro-spiro[indoline-pyrimidine]-carboxylates <em>via</em> the reaction of 1,3-cyclic/linear dicarbonyls (1,3-indanedione, barbituric acid, Meldrum’s acid, ethyl acetoacetate, and 4-hydroxycoumarin), heterocyclic 1,2-dicarbonyls (isatin, 5-chloroisatin, 5-bromoisatin, acenaphthenequinone, and ninhydrin), and urea/thiourea/guanidine under solvent-free conditions at 80 °C. The results affirmed that the GO@di-Arg malonate accelerated the reactions faster than GO@mono-Arg malonate. The recovery and reusability of the GO@di-Arg malonate was examined within two cycles successfully. The recovered GO@di-Arg malonate was determined by FESEM analysis.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6589-6614"},"PeriodicalIF":2.4000,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polycyclic Aromatic Compounds","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1040663823021206","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

In this research, two novel nano-size inorganic-bioorganic hybrids based on graphene oxide were prepared via a two-step process. The ionic liquids obtained through the reaction of arginine and malonic acid, in a 1:1 and 1:2 molar ratio, afford mono-Arg malonate and di-Arg malonate, respectively. These two bio-based ILs characterized via FT-IR, 1H-NMR, 13C-NMR, and GC-MASS techniques. In the second part, they embedded on graphene oxide core to gain the final nano-size inorganic-bioorganic hybrids (GO@mono-Arg malonate and GO@di-Arg malonate), which were identified through, FT-IR, FESEM, EDAX, and TGA/DSC, analysis. The catalytic efficacy of two obtained nanostructures examined in the synthesis a wide range of spiro[indeno[1,2-d]pyrimidineindoline]ones, spiro[indoline-pyrimido[4,5-d]pyrimidine]ones, and dihydro-spiro[indoline-pyrimidine]-carboxylates via the reaction of 1,3-cyclic/linear dicarbonyls (1,3-indanedione, barbituric acid, Meldrum’s acid, ethyl acetoacetate, and 4-hydroxycoumarin), heterocyclic 1,2-dicarbonyls (isatin, 5-chloroisatin, 5-bromoisatin, acenaphthenequinone, and ninhydrin), and urea/thiourea/guanidine under solvent-free conditions at 80 °C. The results affirmed that the GO@di-Arg malonate accelerated the reactions faster than GO@mono-Arg malonate. The recovery and reusability of the GO@di-Arg malonate was examined within two cycles successfully. The recovered GO@di-Arg malonate was determined by FESEM analysis.
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
基于氧化石墨烯和精氨酸衍生离子液体(GO@Mono-Arg丙二酸酯和GO@di-Arg丙二酸酯)的新型纳米无机-生物有机杂化物:在无溶剂条件下制备螺旋[1,2-d]吲哚-嘧啶]类、螺旋[吲哚-嘧啶[4,5-d]嘧啶]类和二氢螺旋[吲哚-嘧啶]-羧酸盐的通用催化剂
本研究采用两步法制备了两种基于氧化石墨烯的新型纳米无机-生物有机杂化物。通过精氨酸和苹果酸反应得到离子液体。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Polycyclic Aromatic Compounds
Polycyclic Aromatic Compounds 化学-有机化学
CiteScore
3.70
自引率
20.80%
发文量
412
审稿时长
3 months
期刊介绍: The purpose of Polycyclic Aromatic Compounds is to provide an international and interdisciplinary forum for all aspects of research related to polycyclic aromatic compounds (PAC). Topics range from fundamental research in chemistry (including synthetic and theoretical chemistry) and physics (including astrophysics), as well as thermodynamics, spectroscopy, analytical methods, and biology to applied studies in environmental science, biochemistry, toxicology, and industry. Polycyclic Aromatic Compounds has an outstanding Editorial Board and offers a rapid and efficient peer review process, as well as a flexible open access policy.
期刊最新文献
Insight into the Binding Interaction Mechanism of the Ligand M1069 with Human Serum Albumin and A2A Adenosine Receptor—A Biophysical Approach Experimental and Theoretical Studies for Noncovalent Interactions Analysis of 2-Phenyl Imidazole Derivative: Perspective for Anti-Inflammatory Activity Halloysite Nanotube Modified (CuO@HNTs-SO3H) Novel Heterogeneous Catalyst for One-Pot Synthesis of Tetrahydrobenzo[ɑ]Xanthen-11-One Photodegradation of Polycyclic Aromatic Hydrocarbons Under Visible Light Using Modified g-C3N4 as Photocatalyst, Spectroscopic Studies One Pot Synthesis of Thiopyrimidine Derivatives from Lignin Reproductions by Microwave-Assisted Ultrasonic Microscopy with DFT Description for Clarifying the Mass Spectrum
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1