Aluminium as an electron pool for organic synthesis - Multi-metal redox promoted reactions

Hideo Tanaka, Manabu Kuroboshi

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Aluminum (A1) is an ideal reducing agent (electron pool) since it is cheap, easy to handle, able to release enough electron (3 e-/atom), and environment friendly. However, the use of A1 in organic synthesis is rather limited owing to lack of efficient electron transfer process between A1 and organic substances. In last decay, we and some other groups developed multi-redox promoted reactions using A1 as a terminal reductant in which A1 act as an electron pool and a catalytic amount of metal salt(s) works as a mediator for electron transfer from A1 to substrates. Indeed, various combinations of A1 and metal salt(s), e.g., A1/PbBr2, A1/PbBr2/A1Br3, A1/NiCl2/CrCl2, A1/PbBr2/TFA, A1/PbBr2/NiCl2(bpy), etc., have been developed to promote carbon-carbon bond formation as well as highly selective functionalization. Further more, these multi-redox promoted reactions have been successfully utilized for the synthesis of useful compounds, such as β-lactam antibiotics and β-lactamase inhibitors. This review article will summarize the recent progress in the multi-metal redox promoted reactions using A1 as an electron pool and their applications to organic synthesis.

Original languageEnglish
Pages (from-to)1027-1056
Number of pages30
JournalCurrent Organic Chemistry
Volume8
Issue number11
DOIs
Publication statusPublished - Jul 2004

Fingerprint

Redox reactions
Aluminum
Metals
Electrons
Reducing Agents
Carbon
Salts
Lactams
Anti-Bacterial Agents
Atoms
Substrates

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Aluminium as an electron pool for organic synthesis - Multi-metal redox promoted reactions. / Tanaka, Hideo; Kuroboshi, Manabu.

In: Current Organic Chemistry, Vol. 8, No. 11, 07.2004, p. 1027-1056.

Research output: Contribution to journalArticle

@article{ed9c8cf84ac546bfaf196183285ea257,
title = "Aluminium as an electron pool for organic synthesis - Multi-metal redox promoted reactions",
abstract = "Aluminum (A1) is an ideal reducing agent (electron pool) since it is cheap, easy to handle, able to release enough electron (3 e-/atom), and environment friendly. However, the use of A1 in organic synthesis is rather limited owing to lack of efficient electron transfer process between A1 and organic substances. In last decay, we and some other groups developed multi-redox promoted reactions using A1 as a terminal reductant in which A1 act as an electron pool and a catalytic amount of metal salt(s) works as a mediator for electron transfer from A1 to substrates. Indeed, various combinations of A1 and metal salt(s), e.g., A1/PbBr2, A1/PbBr2/A1Br3, A1/NiCl2/CrCl2, A1/PbBr2/TFA, A1/PbBr2/NiCl2(bpy), etc., have been developed to promote carbon-carbon bond formation as well as highly selective functionalization. Further more, these multi-redox promoted reactions have been successfully utilized for the synthesis of useful compounds, such as β-lactam antibiotics and β-lactamase inhibitors. This review article will summarize the recent progress in the multi-metal redox promoted reactions using A1 as an electron pool and their applications to organic synthesis.",
author = "Hideo Tanaka and Manabu Kuroboshi",
year = "2004",
month = "7",
doi = "10.2174/1385272043370320",
language = "English",
volume = "8",
pages = "1027--1056",
journal = "Current Organic Chemistry",
issn = "1385-2728",
publisher = "Bentham Science Publishers B.V.",
number = "11",

}

TY - JOUR

T1 - Aluminium as an electron pool for organic synthesis - Multi-metal redox promoted reactions

AU - Tanaka, Hideo

AU - Kuroboshi, Manabu

PY - 2004/7

Y1 - 2004/7

N2 - Aluminum (A1) is an ideal reducing agent (electron pool) since it is cheap, easy to handle, able to release enough electron (3 e-/atom), and environment friendly. However, the use of A1 in organic synthesis is rather limited owing to lack of efficient electron transfer process between A1 and organic substances. In last decay, we and some other groups developed multi-redox promoted reactions using A1 as a terminal reductant in which A1 act as an electron pool and a catalytic amount of metal salt(s) works as a mediator for electron transfer from A1 to substrates. Indeed, various combinations of A1 and metal salt(s), e.g., A1/PbBr2, A1/PbBr2/A1Br3, A1/NiCl2/CrCl2, A1/PbBr2/TFA, A1/PbBr2/NiCl2(bpy), etc., have been developed to promote carbon-carbon bond formation as well as highly selective functionalization. Further more, these multi-redox promoted reactions have been successfully utilized for the synthesis of useful compounds, such as β-lactam antibiotics and β-lactamase inhibitors. This review article will summarize the recent progress in the multi-metal redox promoted reactions using A1 as an electron pool and their applications to organic synthesis.

AB - Aluminum (A1) is an ideal reducing agent (electron pool) since it is cheap, easy to handle, able to release enough electron (3 e-/atom), and environment friendly. However, the use of A1 in organic synthesis is rather limited owing to lack of efficient electron transfer process between A1 and organic substances. In last decay, we and some other groups developed multi-redox promoted reactions using A1 as a terminal reductant in which A1 act as an electron pool and a catalytic amount of metal salt(s) works as a mediator for electron transfer from A1 to substrates. Indeed, various combinations of A1 and metal salt(s), e.g., A1/PbBr2, A1/PbBr2/A1Br3, A1/NiCl2/CrCl2, A1/PbBr2/TFA, A1/PbBr2/NiCl2(bpy), etc., have been developed to promote carbon-carbon bond formation as well as highly selective functionalization. Further more, these multi-redox promoted reactions have been successfully utilized for the synthesis of useful compounds, such as β-lactam antibiotics and β-lactamase inhibitors. This review article will summarize the recent progress in the multi-metal redox promoted reactions using A1 as an electron pool and their applications to organic synthesis.

UR - http://www.scopus.com/inward/record.url?scp=3042677604&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=3042677604&partnerID=8YFLogxK

U2 - 10.2174/1385272043370320

DO - 10.2174/1385272043370320

M3 - Article

VL - 8

SP - 1027

EP - 1056

JO - Current Organic Chemistry

JF - Current Organic Chemistry

SN - 1385-2728

IS - 11

ER -