Functionality-Matched Semicarbazone Reagents Allow Access to X-ray Quality Crystals and Solids of Diverse Organic Molecules.

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Emily R Sherman, Jeffrey S Johnson
{"title":"Functionality-Matched Semicarbazone Reagents Allow Access to X-ray Quality Crystals and Solids of Diverse Organic Molecules.","authors":"Emily R Sherman, Jeffrey S Johnson","doi":"10.1021/acs.orglett.6c01328","DOIUrl":null,"url":null,"abstract":"<p><p>A flexible approach to crystalline compounds was developed: lipophilic structures of interest were connected to pro-crystalline semicarbazone reagents via copper-catalyzed azide-alkyne cycloaddition or Brønsted-Lowry acid-base reactions. A variety of lipophilic structures, including esters, carbamates, acids and amines were converted into crystalline solids as determined by powder X-ray diffraction (mp 134 to >240 °C). Single crystal X-ray diffraction revealed hydrogen-bond interactions between the semicarbazone and charged ammonium or acetate groups that may aid in ordering the crystals.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"6048-6053"},"PeriodicalIF":5.0000,"publicationDate":"2027-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.6c01328","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

A flexible approach to crystalline compounds was developed: lipophilic structures of interest were connected to pro-crystalline semicarbazone reagents via copper-catalyzed azide-alkyne cycloaddition or Brønsted-Lowry acid-base reactions. A variety of lipophilic structures, including esters, carbamates, acids and amines were converted into crystalline solids as determined by powder X-ray diffraction (mp 134 to >240 °C). Single crystal X-ray diffraction revealed hydrogen-bond interactions between the semicarbazone and charged ammonium or acetate groups that may aid in ordering the crystals.

功能匹配的氨基脲试剂允许访问不同有机分子的x射线质量晶体和固体。
开发了一种灵活的结晶化合物方法:通过铜催化叠氮化物-炔环加成或Brønsted-Lowry酸碱反应,将感兴趣的亲脂结构与原晶氨基脲试剂连接。通过粉末x射线衍射(mp 134 ~ >240℃)测定,各种亲脂结构,包括酯类、氨基甲酸酯类、酸类和胺类转化为结晶固体。单晶x射线衍射显示缩氨基脲与带电荷的铵基或乙酸基之间存在氢键相互作用,这可能有助于排列晶体。
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 求助全文
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信
小红书