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首页> 外文学位 >Studies of novel synthesis of functionalized polycyclic ring systems through the coupling reactions of Fischer carbene chromium complexes with enyne hydrazones and aldehydes.
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Studies of novel synthesis of functionalized polycyclic ring systems through the coupling reactions of Fischer carbene chromium complexes with enyne hydrazones and aldehydes.

机译：通过Fischer卡宾铬络合物与烯炔和醛的偶联反应，对官能化多环系统进行新型合成的研究。

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摘要

The main focus of this research has been exploring the novel synthesis of functionalized polycyclic ring systems through the coupling reactions of Fischer carbene complexes with enyne hydrazones and aldehydes. To this effect three major types of reactions involving Fischer carbene chromium complexes have been studied in detail. Three component coupling reactions of carbene chromium complexes with a variety of dienyn hydrazones and electron deficient dienophiles have been explored in detail. The major intermediate of the reaction between alkynylindolehydrazone system and methylmethoxy carbene chromium complex has been isolated and characterized. Alkynyl N,N-dimethylhydrazones of thiophene, furan and pyrrole systems, have been subjected to the three component coupling reaction with methylmethoxy carbene chromium complexes to yield aromatic polycyclic products. Hydrazone derivatives of ortho-alkynylbenzaldehydes with N-phenyl, N-methyl hydrazenes have been prepared and employed in three component coupling reactions. Dihydrooxazole derivatives of different ring sizes have been prepared and subjected to the three component coupling reactions to investigate scope and limitations of the procedure.;A novel CO insertion reaction involving methoxyalkynylphenyl chromium carbene complexes and dienyne carboxaldehydes has been explored and two possible mechanisms for the CO inserted product formation have been evaluated. This methodology has been extended to aromatic and non-aromatic carboxaldehyde substrates as well as to aromatic and non-aromatic methoxyalkynyl carbene complexes. Depending on in depth analysis of the product formation and distribution a mechanism has been presented as the most reasonable pathway to explain the observed product formation.;Coupling of reactions of gamma,delta-unsaturated carbene chromium complexes with electronically different substrates have been investigated to ascertain the electronic effect on the product distribution in [5+5] cycloaddition reactions.
机译：这项研究的主要重点是通过Fischer卡宾配合物与烯炔和醛的偶联反应探索官能化多环系统的新型合成方法。为此，已详细研究了涉及Fischer卡宾铬络合物的三种主要类型的反应。卡宾铬配合物与各种二烯炔和缺电子的二烯亲和剂的三组分偶联反应已被详细研究。炔基吲哚hydr体系与甲基甲氧基卡宾铬络合物之间反应的主要中间体已被分离和表征。噻吩，呋喃和吡咯体系的炔基N，N-二甲基hydr已与甲基甲氧基卡宾铬络合物进行了三组分偶联反应，得到芳族多环产物。已制备了邻炔基苯甲醛与N-苯基，N-甲基肼的衍生物，并将其用于三组分偶联反应中。制备了不同环大小的二氢恶唑衍生物，并进行了三组分偶联反应，以研究该方法的范围和局限性。研究了涉及甲氧基炔基苯基铬卡宾配合物和二烯炔甲醛的新型CO插入反应，并提出了两种可能的CO机理已评估插入产品的形成。该方法已扩展到芳香族和非芳香族甲醛醛底物，以及芳香族和非芳香族甲氧基炔基卡宾配合物。取决于对产物形成和分布的深入分析，已提出了一种机制来解释观察到的产物形成的最合理途径。；已研究了γ，δ-不饱和卡宾铬配合物与电子不同底物的反应耦合，以确定[5 + 5]环加成反应中电子对产物分布的影响。

著录项

  • 作者

    Ranchigoda Gamage, Lalith Santha.;

  • 作者单位

    New Mexico State University.;

  • 授予单位 New Mexico State University.;
  • 学科 Chemistry Organic.
  • 学位 Ph.D.
  • 年度 2013
  • 页码 201 p.
  • 总页数 201
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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