Lack of correlation between catalytic efficiency and basicity of amines during the reaction of aryl methyl ketones with DMF-DMA: an unprecedented supramolecular domino catalysis

No Thumbnail Available
File version
Author(s)
Sarkar, Anirban
Roy, Sudipta Raha
Kumar, Dinesh
Madaan, Chetna
Rudrawar, Santosh
Chakraborti, Asit K
Griffith University Author(s)
Primary Supervisor
Other Supervisors
Editor(s)
Date
2012
Size
File type(s)
Location
License
Abstract

1-Methylimidazole exhibits an unusually high efficiency in promoting the reaction of aryl methyl ketones with DMF-DMA to form (2E)-1-aryl-3-dimethylamino-2-propenones which lacks correlation between the catalytic efficiency and the basicity of 1-methylimidazole in comparison to other amines. An unprecedented supramolecular domino catalysis rationalises the lack of correlation between the catalytic efficiency and basicity of the amines. The supramolecular assemblies have been characterized by mass-spectrometric ion fishing. The time-dependent increase/decrease in the concentration (ion current) of the supramolecular species consolidated the mechanism.

Journal Title

Organic & Biomolecular Chemistry

Conference Title
Book Title
Edition
Volume

10

Issue

2

Thesis Type
Degree Program
School
Publisher link
Patent number
Funder(s)
Grant identifier(s)
Rights Statement
Rights Statement
Item Access Status
Note
Access the data
Related item(s)
Subject

Medicinal and biomolecular chemistry

Organic chemistry

Organic chemical synthesis

Persistent link to this record
Citation
Collections