P-Triazinylphosphonium chlorides as a new group of coupling reagents

• Authors: Beata Kolesinska , Agnieszka Mrozek , Justyna Fraczyk , Zbigniew Kaminski
• Languages of publication: EN

Abstracts

EN

Tertiary phosphines in reaction with 2-chloro-4,6-dialkoxy-1,3,5-triazines gave unstable quaternary P-triazinylphosphonium chlorides, which readily decomposed with a departure of the alkyl group of the triazine ring substituent. Stable quaternary P-triazinylphosphonium chlorides were obtained only in reaction of 2-chloro-4,6-diphenoxy-1,3,5-triazine. Both, stable quaternary P-triazinylphosphonium chlorides as well unstable analogues prepared in situ activated carboxylic acid yielding “superactive” triazine esters, useful as highly efficient reagents in peptide bond synthesis. [...]

Keywords

EN

P-triazinylphosphonium chlorides; Dealkylation; Coupling Reagents; 1,3,5-Triazine; Phosphine

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2013
• Volume: 11
• Issue: 4
• Pages: 569-583

Dates

published

1 - 4 - 2013

online

23 - 1 - 2013

Contributors

author

Beata Kolesinska

• Institute of Organic Chemistry, Lodz University of Technology, 90-924, Lodz, Poland

author

Agnieszka Mrozek

• Institute of General and Environmental Chemistry, Lodz University of Technology, 90-924, Lodz, Poland

author

Justyna Fraczyk

• Institute of Organic Chemistry, Lodz University of Technology, 90-924, Lodz, Poland

author

Zbigniew Kaminski

• Institute of Organic Chemistry, Lodz University of Technology, 90-924, Lodz, Poland

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Identifiers

DOI

10.2478/s11532-012-0190-3