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二噻吩并[2,3-b:3',2'-d]噻吩与二噻吩并[3,2-b:2',3'-d]噻吩单醛与双醛的合成
引用本文:赵东锋,徐莉,王华.二噻吩并[2,3-b:3'''',2''''-d]噻吩与二噻吩并[3,2-b:2'''',3''''-d]噻吩单醛与双醛的合成[J].河南大学学报(自然科学版),2007,37(5):468-473.
作者姓名:赵东锋  徐莉  王华
作者单位:1. 河南大学,特种功能材料重点实验室,河南,开封,475004
2. 河南大学,化学化工学院,河南,开封,475004
3. 河南大学,特种功能材料重点实验室,河南,开封,475004;河南大学,化学化工学院,河南,开封,475004
基金项目:国家自然科学基金 , 河南省教育厅科研项目
摘    要:二噻吩并2,3-b:3',2'-d]噻吩单醛与双醛的制备首先通过两种方法产生芳基负离子:1)溴代并三噻吩在四氢呋喃中与正丁基锂发生的溴锂交换;2)用LDA对二噻吩并2,3-b:3',2'-d]噻吩去质子化作用.其后经无水DMF猝灭制备出目标化合物.并利用正丁基锂对二噻吩并3,2-b:2',3'-d]噻吩进行去质子化,从而制备相应的单醛与双醛产物.通过红外、核磁、质谱、高分辨质谱以及元素分析等手段对目标产物进行了表征.

关 键 词:醛基化  二噻吩并[2  3-b:3  2'-d]噻吩  二噻吩并[3  2-b:2'  3'-d]噻吩  溴锂交换  去质子化作用  formylation  dithieno[2  3-b:3'  2'-d]thiophene  dithieno[3  2-b:2'  3'-d]thiophene  Br/Li  exchange  deprotonation  噻吩并  双醛  合成  Formylation  HRMS  paper  used  quench  reaction  mixture  generate  compounds  deprotonation  low  temperature  exchange  aromatic  thiophene  methods  表征  手段
文章编号:1003-4978(2007)05-0468-06
修稿时间:2007-01-08

Formylation and Diformylation of Dithieno[2,3-b:3',2'-d]thiophene and Dithieno[3,2-b:2',3'-d]thiophene
ZHAO Dong-feng,XU Li,WANG Hua.Formylation and Diformylation of Dithieno[2,3-b:3'''',2''''-d]thiophene and Dithieno[3,2-b:2'''',3''''-d]thiophene[J].Journal of Henan University(Natural Science),2007,37(5):468-473.
Authors:ZHAO Dong-feng  XU Li  WANG Hua
Institution:1.Key Lab for Special Functional Materials, Henan University, Henan Kai feng 475004, China; 2.College of Chemistry and Chemical Engineering, Henan University, Henan Kai feng 475004, China
Abstract:Formylation and diformylation of dithieno 2,3-b:3',2'-d] thiophene were prepared by two methods. Firstly, aromatic carbanions were prepared by 1) Br/Li exchange of bromo dithieno2,3-b:3',2'-d]thiophene with n-BuLi in THF at low temperature; 2) deprotonation of dithieno2,3-b:3',2'-d]thiophene with LDA. Secondly, dry DMF is used to quench the reaction mixture and generate the title compounds. Aromatic carbanions prepared by n-BuLi for formylation and diformylation of dithieno3,2-b:2',3'-d]thiophene were also reported in this paper. The titled compounds were confirmed by IR, 1H-NMR, 13C-NMR and HRMS.
Keywords:formylation  dithieno[2  3-b3'  2'-d]thiophene  dithieno[3  2-b2'  3'-d]thiophene  Br/Li exchange  deprotonation
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