Lithiation of 1,2-dichloroethene in flow microreactors: Versatile synthesis of alkenes and alkynes by precise residence-time control

Aiichiro Nagaki, Chika Matsuo, Songhee Kim, Kodai Saito, Atsuo Miyazaki, Jun Ichi Yoshida

Research output: Contribution to journalArticle

69 Citations (Scopus)

Abstract

It′s all about the timing: Precise control of the residence time (t Rx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes.

Original languageEnglish
Pages (from-to)3245-3248
Number of pages4
JournalAngewandte Chemie - International Edition
Volume51
Issue number13
DOIs
Publication statusPublished - 2012 Mar 26
Externally publishedYes

Fingerprint

Alkynes
Alkenes
Olefins
1,2-dichloroethylene

Keywords

  • alkenes
  • alkynes
  • lithiation
  • microreactors
  • synthetic methods

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Lithiation of 1,2-dichloroethene in flow microreactors : Versatile synthesis of alkenes and alkynes by precise residence-time control. / Nagaki, Aiichiro; Matsuo, Chika; Kim, Songhee; Saito, Kodai; Miyazaki, Atsuo; Yoshida, Jun Ichi.

In: Angewandte Chemie - International Edition, Vol. 51, No. 13, 26.03.2012, p. 3245-3248.

Research output: Contribution to journalArticle

Nagaki, Aiichiro ; Matsuo, Chika ; Kim, Songhee ; Saito, Kodai ; Miyazaki, Atsuo ; Yoshida, Jun Ichi. / Lithiation of 1,2-dichloroethene in flow microreactors : Versatile synthesis of alkenes and alkynes by precise residence-time control. In: Angewandte Chemie - International Edition. 2012 ; Vol. 51, No. 13. pp. 3245-3248.
@article{41b9b1037c7148519521bf8df527a988,
title = "Lithiation of 1,2-dichloroethene in flow microreactors: Versatile synthesis of alkenes and alkynes by precise residence-time control",
abstract = "It′s all about the timing: Precise control of the residence time (t Rx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes.",
keywords = "alkenes, alkynes, lithiation, microreactors, synthetic methods",
author = "Aiichiro Nagaki and Chika Matsuo and Songhee Kim and Kodai Saito and Atsuo Miyazaki and Yoshida, {Jun Ichi}",
year = "2012",
month = "3",
day = "26",
doi = "10.1002/anie.201108932",
language = "English",
volume = "51",
pages = "3245--3248",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "13",

}

TY - JOUR

T1 - Lithiation of 1,2-dichloroethene in flow microreactors

T2 - Versatile synthesis of alkenes and alkynes by precise residence-time control

AU - Nagaki, Aiichiro

AU - Matsuo, Chika

AU - Kim, Songhee

AU - Saito, Kodai

AU - Miyazaki, Atsuo

AU - Yoshida, Jun Ichi

PY - 2012/3/26

Y1 - 2012/3/26

N2 - It′s all about the timing: Precise control of the residence time (t Rx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes.

AB - It′s all about the timing: Precise control of the residence time (t Rx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes.

KW - alkenes

KW - alkynes

KW - lithiation

KW - microreactors

KW - synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=84863348801&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84863348801&partnerID=8YFLogxK

U2 - 10.1002/anie.201108932

DO - 10.1002/anie.201108932

M3 - Article

C2 - 22337289

AN - SCOPUS:84863348801

VL - 51

SP - 3245

EP - 3248

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 13

ER -