Overcoming the challenges of solid bridging and constriction during Pd-catalyzed C-N bond formation in microreactors

Ryan Hartman, John R. Naber, Nikolay Zaborenko, Stephen L. Buchwald, Klavs F. Jensen

Research output: Contribution to journalArticle

Abstract

We investigate the mechanisms that govern plugging in microreactors during Pd-catalyzed amination reactions. Both bridging and constriction were shown to be important mechanisms that lead to clogging in our system and greatly limited the utility of microsystems for this class of reactions. On the basis of these observations, several approaches were engineered to overcome the challenge of plugging and to enable the continuous-flow synthesis of a biarylamine. Bridging could be eliminated with acoustic irradiation while constriction was managed via fluid velocity and the prediction of growth rates.

Original languageEnglish (US)
Pages (from-to)1347-1357
Number of pages11
JournalOrganic Process Research and Development
Volume14
Issue number6
DOIs
StatePublished - Nov 19 2010

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Amination
plugging
Microsystems
constrictions
Acoustics
Irradiation
Fluids
irradiation
acoustics
fluids
synthesis
predictions

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Overcoming the challenges of solid bridging and constriction during Pd-catalyzed C-N bond formation in microreactors. / Hartman, Ryan; Naber, John R.; Zaborenko, Nikolay; Buchwald, Stephen L.; Jensen, Klavs F.

In: Organic Process Research and Development, Vol. 14, No. 6, 19.11.2010, p. 1347-1357.

Research output: Contribution to journalArticle

Hartman, Ryan ; Naber, John R. ; Zaborenko, Nikolay ; Buchwald, Stephen L. ; Jensen, Klavs F. / Overcoming the challenges of solid bridging and constriction during Pd-catalyzed C-N bond formation in microreactors. In: Organic Process Research and Development. 2010 ; Vol. 14, No. 6. pp. 1347-1357.
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