Kinetic reactivity of "higher order cuprates" in SN2 alkylation reactions

Eiichi Nakamura; Masahiro Yamanaka; Naohiko Yoshikai; Seiji Mori

doi:10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7

Kinetic reactivity of "higher order cuprates" in S_N2 alkylation reactions

Eiichi Nakamura, Masahiro Yamanaka, Naohiko Yoshikai, Seiji Mori

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

Why do higher order cyanocuprates often show higher reactivity than the classical Gilman reagent? Computational theoretical studies suggest that the key lies in the properties of the bridging [LiCNLi]⁺ moiety in the cuprate (see scheme).

Original language	English
Pages (from-to)	1935-1938
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	10
DOIs	https://doi.org/10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7
Publication status	Published - 2001 May 18

Keywords

Cuprates
Density functional calculations
Kinetics
Lithium
Reaction mechanisms

Access to Document

10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7

Cite this

@article{e96c901bf1074024a51e4d622584dcc5,

title = "Kinetic reactivity of {"}higher order cuprates{"} in SN2 alkylation reactions",

abstract = "Why do higher order cyanocuprates often show higher reactivity than the classical Gilman reagent? Computational theoretical studies suggest that the key lies in the properties of the bridging [LiCNLi]+ moiety in the cuprate (see scheme).",

keywords = "Cuprates, Density functional calculations, Kinetics, Lithium, Reaction mechanisms",

author = "Eiichi Nakamura and Masahiro Yamanaka and Naohiko Yoshikai and Seiji Mori",

year = "2001",

month = may,

day = "18",

doi = "10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7",

language = "English",

volume = "40",

pages = "1935--1938",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "10",

}

TY - JOUR

T1 - Kinetic reactivity of "higher order cuprates" in SN2 alkylation reactions

AU - Nakamura, Eiichi

AU - Yamanaka, Masahiro

AU - Yoshikai, Naohiko

AU - Mori, Seiji

PY - 2001/5/18

Y1 - 2001/5/18

N2 - Why do higher order cyanocuprates often show higher reactivity than the classical Gilman reagent? Computational theoretical studies suggest that the key lies in the properties of the bridging [LiCNLi]+ moiety in the cuprate (see scheme).

AB - Why do higher order cyanocuprates often show higher reactivity than the classical Gilman reagent? Computational theoretical studies suggest that the key lies in the properties of the bridging [LiCNLi]+ moiety in the cuprate (see scheme).

KW - Cuprates

KW - Density functional calculations

KW - Kinetics

KW - Lithium

KW - Reaction mechanisms

UR - http://www.scopus.com/inward/record.url?scp=0035906932&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035906932&partnerID=8YFLogxK

U2 - 10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7

DO - 10.1002/1521-3773(20010518)40:10<1935::AID-ANIE1935>3.0.CO;2-7

M3 - Article

AN - SCOPUS:0035906932

SN - 1433-7851

VL - 40

SP - 1935

EP - 1938

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 10

ER -

Kinetic reactivity of "higher order cuprates" in S_N2 alkylation reactions

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this