The reactive intermediate of catalytic borohydride reduction by Schiff base-cobalt complexes

Izumi Iwakura, Miho Hatanaka, Ai Kokura, Haruna Teraoka, Taketo Ikeno, Takushi Nagata, Tohru Yamada

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

The key reactive intermediate of borohydride reduction catalyzed by Schiff base-cobalt complexes is proposed to be the dichloromethylcobalt hydride with a sodium cation, based on experimental and theoretical studies. It was revealed that chloroform is not the solvent but the reactant that activates the cobalt catalyst. The substrate carbonyl compounds are fixed and activated by the alkali cation, which is cap tured by the oxygen atoms of the planar ligand and the chlorine atom of the axial ligand, and attacked by the hydride on the cobalt atom via a sixmembered-like transition state to afford the corresponding alcohol.

Original languageEnglish
Pages (from-to)656-663
Number of pages8
JournalChemistry - An Asian Journal
Volume1
Issue number5
DOIs
Publication statusPublished - 2006

Fingerprint

Borohydrides
Schiff Bases
Cobalt
Hydrides
Atoms
Cations
Ligands
Carbonyl compounds
Chlorine
Alkalies
Chloroform
Theoretical Models
Sodium
Alcohols
Oxygen
Catalysts
Substrates

Keywords

  • Asymmetric synthesis
  • Cobalt
  • Density functional calculations
  • Reduction
  • Schiff bases

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

The reactive intermediate of catalytic borohydride reduction by Schiff base-cobalt complexes. / Iwakura, Izumi; Hatanaka, Miho; Kokura, Ai; Teraoka, Haruna; Ikeno, Taketo; Nagata, Takushi; Yamada, Tohru.

In: Chemistry - An Asian Journal, Vol. 1, No. 5, 2006, p. 656-663.

Research output: Contribution to journalArticle

Iwakura, Izumi ; Hatanaka, Miho ; Kokura, Ai ; Teraoka, Haruna ; Ikeno, Taketo ; Nagata, Takushi ; Yamada, Tohru. / The reactive intermediate of catalytic borohydride reduction by Schiff base-cobalt complexes. In: Chemistry - An Asian Journal. 2006 ; Vol. 1, No. 5. pp. 656-663.
@article{fe19fb81ae6144a28196466ceb0b8046,
title = "The reactive intermediate of catalytic borohydride reduction by Schiff base-cobalt complexes",
abstract = "The key reactive intermediate of borohydride reduction catalyzed by Schiff base-cobalt complexes is proposed to be the dichloromethylcobalt hydride with a sodium cation, based on experimental and theoretical studies. It was revealed that chloroform is not the solvent but the reactant that activates the cobalt catalyst. The substrate carbonyl compounds are fixed and activated by the alkali cation, which is cap tured by the oxygen atoms of the planar ligand and the chlorine atom of the axial ligand, and attacked by the hydride on the cobalt atom via a sixmembered-like transition state to afford the corresponding alcohol.",
keywords = "Asymmetric synthesis, Cobalt, Density functional calculations, Reduction, Schiff bases",
author = "Izumi Iwakura and Miho Hatanaka and Ai Kokura and Haruna Teraoka and Taketo Ikeno and Takushi Nagata and Tohru Yamada",
year = "2006",
doi = "10.1002/asia.200600150",
language = "English",
volume = "1",
pages = "656--663",
journal = "Chemistry - An Asian Journal",
issn = "1861-4728",
publisher = "John Wiley and Sons Ltd",
number = "5",

}

TY - JOUR

T1 - The reactive intermediate of catalytic borohydride reduction by Schiff base-cobalt complexes

AU - Iwakura, Izumi

AU - Hatanaka, Miho

AU - Kokura, Ai

AU - Teraoka, Haruna

AU - Ikeno, Taketo

AU - Nagata, Takushi

AU - Yamada, Tohru

PY - 2006

Y1 - 2006

N2 - The key reactive intermediate of borohydride reduction catalyzed by Schiff base-cobalt complexes is proposed to be the dichloromethylcobalt hydride with a sodium cation, based on experimental and theoretical studies. It was revealed that chloroform is not the solvent but the reactant that activates the cobalt catalyst. The substrate carbonyl compounds are fixed and activated by the alkali cation, which is cap tured by the oxygen atoms of the planar ligand and the chlorine atom of the axial ligand, and attacked by the hydride on the cobalt atom via a sixmembered-like transition state to afford the corresponding alcohol.

AB - The key reactive intermediate of borohydride reduction catalyzed by Schiff base-cobalt complexes is proposed to be the dichloromethylcobalt hydride with a sodium cation, based on experimental and theoretical studies. It was revealed that chloroform is not the solvent but the reactant that activates the cobalt catalyst. The substrate carbonyl compounds are fixed and activated by the alkali cation, which is cap tured by the oxygen atoms of the planar ligand and the chlorine atom of the axial ligand, and attacked by the hydride on the cobalt atom via a sixmembered-like transition state to afford the corresponding alcohol.

KW - Asymmetric synthesis

KW - Cobalt

KW - Density functional calculations

KW - Reduction

KW - Schiff bases

UR - http://www.scopus.com/inward/record.url?scp=33845246832&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33845246832&partnerID=8YFLogxK

U2 - 10.1002/asia.200600150

DO - 10.1002/asia.200600150

M3 - Article

VL - 1

SP - 656

EP - 663

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

SN - 1861-4728

IS - 5

ER -