Ruthenium Complex Catalyzed Reaction of Diols or Triol with Amines 


Vol. 37,  No. 11, pp. 967-973, Oct.  1993


PDF
  Abstract

1,6-헥산디올과 1,7-헵탄디올과 같은 α,ω-디올은 180℃, 24시간, 촉매량의 루테늄 착물존재하에서 이차아민과 반응하여 좋은 수득율로 대응하는 생성물인 디아미노화합물이 얻어졌다. 디아미노화합물의 수득률은 α,ω-디올과 이차아민의 몰비에 의해 영향을 받았으며, 또한 반응은 채택한 포스핀 배위자의 성질에의해 영향을 받았다. 한편으로 디옥산 용매내에서 루테늄-포스핀 촉매와 방향족 일차아민 및 1,2,6-헥산트리올을 180℃, 3시간 반응시키면 선택적으로 1-치환-2-히드록시 과수소아제핀이 좋은 수득율로 주어졌다. 이 생성물의 선택적 합성은 두 개의 일차히드록시기가 보다 우선적으로 산화함을 보여주고 있다. 수득율은 방향족 아민의 파라-, 메타- 및 오르토 치환기의 순서에 따라 감소하였다. α,ω-Diols such as 1,6-hexanediol and 1,7-heptanediol react with secondary amines in the presence of catalytic amount of ruthenium complex at 180℃ for 24 hrs to give the corresponding diamino compounds in good yields. The yield of diamino compound was affected by the molar ratio of α,ω-diol to secondary amine. The reaction was also affected by the nature of the phosphorus ligands employed. On the other hand, aromatic primary amines react with 1,2,6-hexanetriol in the presence of RuCl3·H2O-3PPh3 at 180℃ for 3 hours under argon atmosphere to give selectively 1-substituted aryl-3-hydroxyperhydroazepines in good yields. Selective synthesis of these products show that two primary hydroxy groups (1,6-positions) oxidize predominantly than secondary hydroxy group (2-position) by ruthenium-phosphorus complex. The yields were decreased according to the order of para-, meta- and ortho-substituent.

  Statistics
Cumulative Counts from November, 2022
Multiple requests among the same browser session are counted as one view. If you mouse over a chart, the values of data points will be shown.


  Cite this article

[IEEE Style]

S. C. Shim, Y. Z. Youn, J. W. Lee, D. Y. Lee, J. G. Shim, J. H. Kim, K. T. Huh, "Ruthenium Complex Catalyzed Reaction of Diols or Triol with Amines," Journal of the Korean Chemical Society, vol. 37, no. 11, pp. 967-973, 1993. DOI: .

[ACM Style]

Sang Chul Shim, Young Zoo Youn, Jae Wook Lee, Dong Yeob Lee, Jae Goo Shim, Ju Hee Kim, and Keun Tae Huh. 1993. Ruthenium Complex Catalyzed Reaction of Diols or Triol with Amines. Journal of the Korean Chemical Society, 37, 11, (1993), 967-973. DOI: .

Search
(IN TITLE, AUTHOR, ABSTRACT,KEYWORDS)

Advanced Search ▼

POPULAR KEYWORDS
(TOP 10 KEYWORDS)

Recent Publications
(LAST 3 YEARS)

ISSN(Print) 1017-2548
ISSN(Online) 2234-8530