Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent

Thomas Lainer; Frank Czerny; Michael Haas

doi:10.1039/d2ob00589a

Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent

Thomas Lainer, Frank Czerny, Michael Haas^*

^*Korrespondierende/r Autor/-in für diese Arbeit

Institut für Anorganische Chemie (6330)

Publikation: Beitrag in einer Fachzeitschrift › Artikel › Begutachtung

Abstract

A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield.

Originalsprache	englisch
Seiten (von - bis)	3717-3720
Fachzeitschrift	Organic and Biomolecular Chemistry
Jahrgang	20
Ausgabenummer	18
DOIs	https://doi.org/10.1039/d2ob00589a
Publikationsstatus	Veröffentlicht - 2022

ASJC Scopus subject areas

Biochemie
Physikalische und Theoretische Chemie
Organische Chemie

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10.1039/d2ob00589aLizenz: CC BY 4.0

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abstract = "A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield.",

author = "Thomas Lainer and Frank Czerny and Michael Haas",

note = "Publisher Copyright: {\textcopyright} 2022 The Royal Society of Chemistry",

year = "2022",

doi = "10.1039/d2ob00589a",

language = "English",

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AU - Lainer, Thomas

AU - Czerny, Frank

AU - Haas, Michael

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Y1 - 2022

N2 - A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield.

AB - A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield.

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Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent

Abstract

ASJC Scopus subject areas

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