Studies on the syntheses and properties of novel chalogenocarboxylic acid derivatives

新型硫代羧酸衍生物的合成及性能研究

• 批准号: 08455414
• 负责人: KATO Shinzi
• 金额: $ 0.9万
• 依托单位: Gifu University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 1996
• 资助国家: 日本
• 起止时间: 1996 至 1997
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-08455414/
• 关键词: chalcogenocarboxylic acids; selenoamides; selenothioic acid S-esters; diorganoarsinic acids; selenotellurocarboxyl group; セレノチオエステル; セレノエステル; テルロエステル; チオカルボン酸塩; ジチオカルボン酸アルカリ金属; セロン酸; カルコゲン; カルボン酸; エステル; 硫黄; セレン; テルル; カルコゲノカルボニル; アミド

The design and syntheses of organic molecules bearing new functional groups are one of the most important problem in synthetic organic chemistry. If unprecedented molecules can be made, not only new insight conserning the structure and conformations of the molecules can be studied but also new synthetic reactions can be developed. These new results further involve several new concept.On the basis of the above background the attention has been paid to a series of chalcogenocarboxylic acid derivatives where the oxygen atom of carboxylic acids is replaced with the heavier atoms in the same low of the periodic table such as sulfur, selenium, and tellurium. Their new synthetic methods were developed, and their properties were disclosed.For example, new and efficient synthetic methods of selenoamides and selenothioic acid S-esters have been established. The compounds having selenotellurocarboxyl group have also been synthesized for the first time. The new reactions using these compounds were tested, and synthetic reactions leading to a variety of organoselenium compounds were provided. The studies on their spectroscopic properties and stability led the general trend of the structures and stability of the compounds, although it is qualitative.Additionally, the reactivity of selenocarboxylic acid Se-arsenic esters have been examined. As a result, new diorganoarsinic acid salts were isolated, and their structure was analyzed.

设计和合成带有新官能团的有机分子是有机合成化学中的重要问题之一。如果能制造出前所未有的分子，不仅能对分子的结构和构象进行新的研究，而且还能发展新的合成反应。在此基础上，我们研究了一系列的硫族羧酸衍生物，它们是将羧酸中的氧原子替换为元素周期表中同列的较重原子，如硫、硒、碲等。发展了新的合成方法，并对其性质进行了研究，如硒代酰胺和硫代硒酸S-酯的合成方法。首次合成了含硒碲羧基的化合物。测试了使用这些化合物的新反应，并提供了导致多种有机硒化合物的合成反应。通过对它们的光谱性质和稳定性的研究，虽然是定性的，但对它们的结构和稳定性的研究基本上是一致的。此外，还考察了硒羧酸硒砷酯的反应活性。结果，分离出新的二有机胂酸盐，并分析了它们的结构。

项目成果

Kanda, T. ; Mizoguchi, K. ; Kagohashi, S. ; Kato, S.: "Diphenylselenoarsinous and diphenyldiselenoarsinic acid piperidinium salts : Selective Synthesis, Isolation, Characterization, Structure and Reaction" Organometallics. v.17 (in press). (1998)

神田，T.；

Murai, T. ; Takada, H. ; Kakami, K. ; Fujii, M. ; Maeda, M. ; Kato, S.: "4-Penteneselenothioic acid S-alkyl esters : synthesis via the seleno-Claisen rearrangement" Tetrahedron. v.53. 12237-12247 (1997)

村井，T.；

村井利昭: "An Efficient Synthetic Method of Aliphatic Selenoamides via Selenoketene Intermediates" Synlett.・9. 865-866 (1996)

Toshiaki Murai：“通过硒烯酮中间体有效合成脂肪族硒酰胺的方法”Synlett.・9。

Murai, T., Fujii, M., Kato, S.: "Two-step conversion of selenothioacetic acid S-butyl ester to 1,3-oxaselenolanes viaregio-and stereoselective ring opening of oxiranes." Chem. Lett.545-546 (1997)

Murai, T.、Fujii, M.、Kato, S.：“通过环氧乙烷的区域选择性和立体选择性开环，将硒代硫代乙酸 S-丁基酯两步转化为 1,3-oxaselenolanes。”

Murai, T. ; Ezaka, T. ; Ichimiya, T. ; Kato, S.: "Synthesis of alpha, beta-unsaturated selenoamides by the condensation reaction of lithium eneselenolate generated from selenoacetamide with aldehydes" Synlett. 775-776 (1997)

村井，T.；