Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing

Jun Ichi Yoshida, Aiichiro Nagaki, Seiji Suga

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Abstract

Highly selective Friedel-Crafts monoalkylation, which was intrinsically difficult to be achieved by conventional methods, has been accomplished by micromixing. N-Acyliminium ion generated by the "cation pool" method was used as an alkylating agent and 1,3,5-trimethoxybenzene was used as an aromatic compound. The reaction in a macro-scale batch reactor (magnetic stirring) gave rise to the formation of a mixture of the monoalkylation product and the dialkylation product in ca. 1:1 ratio, but the use of a multilamination-type micromixer led to selective monoalkylation (92% yield). Based on the micromixing, the selective sequential dialkylation using two different alkylating agents was achieved.

Original languageEnglish
Title of host publicationProceedings - Electrochemical Society
EditorsJ. Lessard, P. Hapiot, I. Taniguchi
Pages141-144
Number of pages4
Volume10
Publication statusPublished - 2004
Externally publishedYes
EventAnalytical, Mechanistic, and Synthetic Organic Electrochemistry - The Sixth International Manuel M. Baizer Symposium in Honor of Dennis H. Evans and Masao Tokuda - San Antonio, TX, United States
Duration: May 9 2004May 14 2004

Other

OtherAnalytical, Mechanistic, and Synthetic Organic Electrochemistry - The Sixth International Manuel M. Baizer Symposium in Honor of Dennis H. Evans and Masao Tokuda
CountryUnited States
CitySan Antonio, TX
Period5/9/045/14/04

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Friedel-Crafts reaction
Positive ions
Aromatic compounds
Batch reactors
Macros
Ions

ASJC Scopus subject areas

  • Engineering(all)

Cite this

Yoshida, J. I., Nagaki, A., & Suga, S. (2004). Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing. In J. Lessard, P. Hapiot, & I. Taniguchi (Eds.), Proceedings - Electrochemical Society (Vol. 10, pp. 141-144)

Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing. / Yoshida, Jun Ichi; Nagaki, Aiichiro; Suga, Seiji.

Proceedings - Electrochemical Society. ed. / J. Lessard; P. Hapiot; I. Taniguchi. Vol. 10 2004. p. 141-144.

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Yoshida, JI, Nagaki, A & Suga, S 2004, Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing. in J Lessard, P Hapiot & I Taniguchi (eds), Proceedings - Electrochemical Society. vol. 10, pp. 141-144, Analytical, Mechanistic, and Synthetic Organic Electrochemistry - The Sixth International Manuel M. Baizer Symposium in Honor of Dennis H. Evans and Masao Tokuda, San Antonio, TX, United States, 5/9/04.
Yoshida JI, Nagaki A, Suga S. Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing. In Lessard J, Hapiot P, Taniguchi I, editors, Proceedings - Electrochemical Society. Vol. 10. 2004. p. 141-144
Yoshida, Jun Ichi ; Nagaki, Aiichiro ; Suga, Seiji. / Highly selective friedel-crafts reaction of electrochmemically generated "cation pool" using micromixing. Proceedings - Electrochemical Society. editor / J. Lessard ; P. Hapiot ; I. Taniguchi. Vol. 10 2004. pp. 141-144
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