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使用 Heck 和 Horner-Wadsworth-Emmons 反应合成 2,2'-联吡啶功能化的寡聚亚乙烯-亚苯基及 E-(4-(4-溴代苯乙烯基)苯基)(甲基)硫烷的 X 射线晶体结构。

Synthesis of a 2,2'-bipyridyl functionalized oligovinylene-phenylene using Heck and Horner-Wadsworth-Emmons reactions and X-ray crystal structure of E-(4-(4-bromostyryl)phenyl)(methyl)sulfane.

机构信息

Chemistry Department, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.

出版信息

Molecules. 2012 May 14;17(5):5724-32. doi: 10.3390/molecules17055724.

DOI:10.3390/molecules17055724
PMID:22628044
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268687/
Abstract

The synthesis of a new 2,2'-bipyridyl functionalized oligovinylenephenylene (OVP-5) containing a methyl protected thiol using Heck coupling and the Horner-Wadsworth-Emmons reaction and is described. A key step involving a diisopropylcarbodiimide promoted dehydration of a stable β-hydroxyphosphonate intermediate was identified. The structure of precursor E-(4-(4-bromostyryl)phenyl)(methyl)sulfane was determined using X-ray crystallography.

摘要

描述了一种新的 2,2'-联吡啶功能化的寡聚亚乙烯基苯并噻吩（OVP-5）的合成，该化合物含有一个用 Heck 偶联和 Horner-Wadsworth-Emmons 反应保护的甲基巯基。确定了一个关键步骤，涉及二异丙基碳二亚胺促进稳定的β-羟基膦酸酯中间体的脱水。使用 X 射线晶体学确定了前体 E-（4-（4-溴代苯乙烯基）苯基）（甲基）硫烷的结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/f1d5e4e068e5/molecules-17-05724-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/4906019634ea/molecules-17-05724-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/b9cb3edb0e55/molecules-17-05724-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/5bd899eeeb7e/molecules-17-05724-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/f1d5e4e068e5/molecules-17-05724-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/4906019634ea/molecules-17-05724-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/b9cb3edb0e55/molecules-17-05724-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/5bd899eeeb7e/molecules-17-05724-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/67d0/6268687/f1d5e4e068e5/molecules-17-05724-g004.jpg

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