• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

三种二叔丁基取代的N-水杨醛苯胺衍生物的固态行为研究：温度诱导的相变和变色行为

Selected solid-state behaviour of three di-tert-butyl-substituted N-salicylideneaniline derivatives: temperature-induced phase transitions and chromic behaviour.

作者信息

Mason Helen E, Howard Judith A K, Sparkes Hazel A

机构信息

Department of Chemistry, Durham University, South Road, Durham DH1 3LE, UK.

School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK.

出版信息

Acta Crystallogr C Struct Chem. 2021 Oct 1;77(Pt 10):659-667. doi: 10.1107/S2053229621008780. Epub 2021 Sep 29.

DOI:10.1107/S2053229621008780
PMID:34607989
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8491094/
Abstract

The synthesis, single-crystal structures and chromic behaviour of three related Schiff bases, namely, (E)-2,4-di-tert-butyl-6-{[(4-fluorophenyl)imino]methyl}phenol, CHFNO, 1, (E)-2,4-di-tert-butyl-6-{[(4-chlorophenyl)imino]methyl}phenol, CHClNO, 2, and (E)-6-{[(4-bromophenyl)imino]methyl}-2,4-di-tert-butylphenol, CHBrNO, 3, are reported. Two polymorphs of 1 were obtained, which were found to have different photochromic properties. Schiff bases 2 and 3 were found to be isostructural and underwent a phase transition upon cooling which was attributed to the dynamic disorder in one of the tert-butyl groups resolving at low temperature. All of the structures were found to exist in the enol rather than the keto form based on the C-O(H) and imine C=N bond lengths, and contained an intramolecular O-H...N hydrogen bond alongside weaker intermolecular C-H...O contacts.

摘要

报道了三种相关席夫碱的合成、单晶结构和变色行为，即（E）-2,4-二叔丁基-6-{[（4-氟苯基）亚氨基]甲基}苯酚（CHFNO，1）、（E）-2,4-二叔丁基-6-{[（4-氯苯基）亚氨基]甲基}苯酚（CHClNO，2）和（E）-6-{[（4-溴苯基）亚氨基]甲基}-2,4-二叔丁基苯酚（CHBrNO，3）。得到了1的两种多晶型物，发现它们具有不同的光致变色性质。发现席夫碱2和3结构相同，冷却时发生相变，这归因于其中一个叔丁基在低温下解聚的动态无序。根据C-O（H）和亚胺C=N键长，发现所有结构均以烯醇形式而非酮形式存在，并包含分子内O-H...N氢键以及较弱的分子间C-H...O接触。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/20117e4d7c4a/c-77-00659-fig7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/ae09db946501/c-77-00659-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/a758cbea4fcc/c-77-00659-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/5b9dbe89bce7/c-77-00659-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/611de063c452/c-77-00659-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/45febb2218f8/c-77-00659-fig5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/e3c5b46b7be3/c-77-00659-fig6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/20117e4d7c4a/c-77-00659-fig7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/ae09db946501/c-77-00659-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/a758cbea4fcc/c-77-00659-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/5b9dbe89bce7/c-77-00659-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/611de063c452/c-77-00659-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/45febb2218f8/c-77-00659-fig5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/e3c5b46b7be3/c-77-00659-fig6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6aae/8491094/20117e4d7c4a/c-77-00659-fig7.jpg

相似文献

1
Selected solid-state behaviour of three di-tert-butyl-substituted N-salicylideneaniline derivatives: temperature-induced phase transitions and chromic behaviour.三种二叔丁基取代的N-水杨醛苯胺衍生物的固态行为研究：温度诱导的相变和变色行为
Acta Crystallogr C Struct Chem. 2021 Oct 1;77(Pt 10):659-667. doi: 10.1107/S2053229621008780. Epub 2021 Sep 29.
2
Synthesis and structures of three isoxazole-containing Schiff bases.三种含异恶唑席夫碱的合成与结构
Acta Crystallogr C Struct Chem. 2020 Sep 1;76(Pt 9):927-931. doi: 10.1107/S2053229620010530. Epub 2020 Aug 29.
3
Relation between photochromic properties and molecular structures in salicylideneaniline crystals.水杨醛苯胺晶体中光致变色性质与分子结构之间的关系。
Acta Crystallogr B. 2012 Jun;68(Pt 3):297-304. doi: 10.1107/S0108768112010993. Epub 2012 May 4.
4
Crystal structure and DFT computational studies of ()-2,4-di--butyl-6-{[3-(tri-fluoro-meth-yl)benz-yl]imino-meth-yl}phenol.（）-2,4-二-叔丁基-6-{[3-（三氟甲基）苄基]亚氨基甲基}苯酚的晶体结构与密度泛函理论计算研究
Acta Crystallogr E Crystallogr Commun. 2020 Apr 24;76(Pt 5):732-735. doi: 10.1107/S205698902000537X. eCollection 2020 May 1.
5
Crystal structure and Hirshfeld surface analysis of ()-2,4-di--butyl-6-[(3-chloro-4-methyl-phenyl-imino)-meth-yl]phenol.（）-2,4-二-叔丁基-6-[(3-氯-4-甲基-苯基亚氨基)-甲基]苯酚的晶体结构和 Hirshfeld 表面分析
Acta Crystallogr E Crystallogr Commun. 2018 Nov 30;74(Pt 12):1887-1890. doi: 10.1107/S2056989018016377. eCollection 2018 Dec 1.
6
Crystal structure of ()-2,6-di--butyl-4-{[2-(2,4-di-nitro-phen-yl)hydrazinylidene]meth-yl}phenol.（）-2,6-二-叔丁基-4-{[2-（2,4-二硝基苯基）肼叉基]甲基}苯酚的晶体结构
Acta Crystallogr E Crystallogr Commun. 2017 Jan 6;73(Pt 2):96-98. doi: 10.1107/S2056989016020107. eCollection 2017 Feb 1.
7
Solid-Solid Phase Transitions and tert-Butyl and Methyl Group Rotation in an Organic Solid: X-ray Diffractometry, Differential Scanning Calorimetry, and Solid-State H Nuclear Spin Relaxation.有机固体中的固-固相变以及叔丁基和甲基基团的旋转：X射线衍射法、差示扫描量热法和固态氢核磁共振弛豫
J Phys Chem A. 2017 Aug 24;121(33):6220-6230. doi: 10.1021/acs.jpca.7b06265. Epub 2017 Aug 9.
8
Well-Defined and Highly Effective Nickel Catalysts Coordinated on Tridentate SNO Schiff-Base Derivatives for Alternating Copolymerization of Epoxides and Anhydrides.三齿SNO席夫碱衍生物配位的结构明确且高效的镍催化剂用于环氧化物与酸酐的交替共聚反应
Inorg Chem. 2022 Dec 12;61(49):19870-19881. doi: 10.1021/acs.inorgchem.2c03094. Epub 2022 Nov 30.
9
Cyclohexadienone diazeniumdiolates from nitric oxide addition to phenolates.一氧化氮加成到酚盐上生成的环己二烯酮重氮二醇盐。
J Org Chem. 2000 Sep 8;65(18):5685-92. doi: 10.1021/jo000513o.
10
Experimental and theoretical investigation of ground state intramolecular proton transfer (GSIPT) in salicylideneaniline Schiff base derivatives in polar protic medium.在极性质子溶剂中水杨醛缩苯胺希夫碱衍生物的基态分子内质子转移（GSIPT）的实验和理论研究。
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Jan 15;225:117443. doi: 10.1016/j.saa.2019.117443. Epub 2019 Aug 9.

本文引用的文献

1
The anatomy of a comprehensive constrained, restrained refinement program for the modern computing environment - Olex2 dissected.面向现代计算环境的综合约束、受限精修程序剖析——解析Olex2
Acta Crystallogr A Found Adv. 2015 Jan;71(Pt 1):59-75. doi: 10.1107/S2053273314022207. Epub 2015 Jan 1.
2
Thermochromic polymers--function by design.热致变色聚合物——设计驱动功能。
Chem Rev. 2014 Mar 12;114(5):3037-68. doi: 10.1021/cr400462e. Epub 2014 Jan 30.
3
Relation between photochromic properties and molecular structures in salicylideneaniline crystals.
水杨醛苯胺晶体中光致变色性质与分子结构之间的关系。
Acta Crystallogr B. 2012 Jun;68(Pt 3):297-304. doi: 10.1107/S0108768112010993. Epub 2012 May 4.
4
Insights into the origin of solid-state photochromism and thermochromism of N-salicylideneanils: the intriguing case of aminopyridines.N-水杨醛缩苯胺固态光致变色和热致变色起源的见解：氨基吡啶的有趣案例
Chemistry. 2009;15(17):4327-42. doi: 10.1002/chem.200801932.
5
X-ray diffraction analysis of photochromic reaction of fulgides: crystalline state reaction induced by two-photon excitation.俘精酸酐光致变色反应的X射线衍射分析：双光子激发诱导的晶态反应
J Am Chem Soc. 2008 Jun 4;130(22):7085-91. doi: 10.1021/ja800353u. Epub 2008 May 9.
6
A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.
7
Crucial role of fluorescence in the solid-state thermochromism of salicylideneanilines.荧光在水杨醛苯胺类化合物固态热致变色中的关键作用。
J Am Chem Soc. 2007 Dec 26;129(51):16216-21. doi: 10.1021/ja076635g. Epub 2007 Nov 29.
8
Photochromism and thermochromism of Schiff bases in the solid state: structural aspects.固态席夫碱的光致变色和热致变色：结构方面
Chem Soc Rev. 2004 Nov 30;33(9):579-88. doi: 10.1039/b303644h. Epub 2004 Nov 4.