A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes

Masato Ito, Akihide Osaku, Chika Kobayashi, Akira Shiibashi, Takao Ikariya

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

A variety of protic 2-(tertiary phosphino)-1-amines (R2PCH 2CHR'NHR", P̃NH) have been prepared from 2-oxazolidinones and secondary phosphines using a newly developed acid-promoted decarboxylatie C-P bond formation reaction. Treatment of the resulting chiral P̃NH compounds with Cp*RuCl(isoprene) in CH2CI2 smoothly furnished chiral Cp*RuCl(P-NH) complexes with a typical three-legged piano-stool structure, which prove to be excellent catalyst precursors for asymmetric reactions, including the isomerization of allylic alcohols and hydrogenation of imides.

Original languageEnglish
Pages (from-to)390-393
Number of pages4
JournalOrganometallics
Volume28
Issue number2
DOIs
Publication statusPublished - Jan 26 2009
Externally publishedYes

Fingerprint

Phosphines
Imides
Oxazolidinones
Isomerization
Hydrogenation
Amines
amines
Catalysts
Acids
imides
synthesis
phosphines
isomerization
hydrogenation
alcohols
catalysts
acids
isoprene
allyl alcohol

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes. / Ito, Masato; Osaku, Akihide; Kobayashi, Chika; Shiibashi, Akira; Ikariya, Takao.

In: Organometallics, Vol. 28, No. 2, 26.01.2009, p. 390-393.

Research output: Contribution to journalArticle

Ito, Masato ; Osaku, Akihide ; Kobayashi, Chika ; Shiibashi, Akira ; Ikariya, Takao. / A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes. In: Organometallics. 2009 ; Vol. 28, No. 2. pp. 390-393.
@article{3ce15c8d8ffd492b856cb2cc181fd833,
title = "A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes",
abstract = "A variety of protic 2-(tertiary phosphino)-1-amines (R2PCH 2CHR'NHR{"}, P̃NH) have been prepared from 2-oxazolidinones and secondary phosphines using a newly developed acid-promoted decarboxylatie C-P bond formation reaction. Treatment of the resulting chiral P̃NH compounds with Cp*RuCl(isoprene) in CH2CI2 smoothly furnished chiral Cp*RuCl(P-NH) complexes with a typical three-legged piano-stool structure, which prove to be excellent catalyst precursors for asymmetric reactions, including the isomerization of allylic alcohols and hydrogenation of imides.",
author = "Masato Ito and Akihide Osaku and Chika Kobayashi and Akira Shiibashi and Takao Ikariya",
year = "2009",
month = "1",
day = "26",
doi = "10.1021/om801042b",
language = "English",
volume = "28",
pages = "390--393",
journal = "Organometallics",
issn = "0276-7333",
publisher = "American Chemical Society",
number = "2",

}

TY - JOUR

T1 - A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes

AU - Ito, Masato

AU - Osaku, Akihide

AU - Kobayashi, Chika

AU - Shiibashi, Akira

AU - Ikariya, Takao

PY - 2009/1/26

Y1 - 2009/1/26

N2 - A variety of protic 2-(tertiary phosphino)-1-amines (R2PCH 2CHR'NHR", P̃NH) have been prepared from 2-oxazolidinones and secondary phosphines using a newly developed acid-promoted decarboxylatie C-P bond formation reaction. Treatment of the resulting chiral P̃NH compounds with Cp*RuCl(isoprene) in CH2CI2 smoothly furnished chiral Cp*RuCl(P-NH) complexes with a typical three-legged piano-stool structure, which prove to be excellent catalyst precursors for asymmetric reactions, including the isomerization of allylic alcohols and hydrogenation of imides.

AB - A variety of protic 2-(tertiary phosphino)-1-amines (R2PCH 2CHR'NHR", P̃NH) have been prepared from 2-oxazolidinones and secondary phosphines using a newly developed acid-promoted decarboxylatie C-P bond formation reaction. Treatment of the resulting chiral P̃NH compounds with Cp*RuCl(isoprene) in CH2CI2 smoothly furnished chiral Cp*RuCl(P-NH) complexes with a typical three-legged piano-stool structure, which prove to be excellent catalyst precursors for asymmetric reactions, including the isomerization of allylic alcohols and hydrogenation of imides.

UR - http://www.scopus.com/inward/record.url?scp=61849114581&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=61849114581&partnerID=8YFLogxK

U2 - 10.1021/om801042b

DO - 10.1021/om801042b

M3 - Article

VL - 28

SP - 390

EP - 393

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 2

ER -