Issue 12, 2001

Principal Component Analysis on the effect of nucleophiles on the reactivity of α-acylenaminoketones

Abstract

This report shows the importance of Principal Component Analysis for grouping types of products observed when α-acylenaminoketones K1–K3 react with four substituted hydrazine nucleophiles in five organic solvents. The reactions were carried out with the goal of obtaining substituted pyrazoles and determining which of the carbonyls would preferentially be attacked by the nucleophile. The reaction products were submitted to GC-MS analysis and the results were subjected to Principal Component Analysis (PCA). The data set was separated in four groups (scores). The deacetylated pyrazoles P5 were separated from the other pyrazoles by the first principal component PC1. The second principal component PC2 separated the pyrazoles P4, derived from nucleophilic attack on the acetyl carbonyl group, from the pyrazoles P6, derived from nucleophilic attack on the carbonyl bonded to the more bulky group R (loadings analysis). The simultaneous analysis of the scores-loadings shows the relationship between the mechanisms (types of reaction products-loadings) and the reaction conditions (solvent, nucleophile). Frontier orbital considerations were also included to complete the analysis.

Graphical abstract: Principal Component Analysis on the effect of nucleophiles on the reactivity of α-acylenaminoketones

Supplementary files

Article information

Article type
Paper
Submitted
24 Apr 2001
Accepted
21 Sep 2001
First published
08 Nov 2001

J. Chem. Soc., Perkin Trans. 2, 2001, 2237-2243

Principal Component Analysis on the effect of nucleophiles on the reactivity of α-acylenaminoketones

C. Kascheres, G. Negri, M. M. C. Ferreira and L. C. Sabino, J. Chem. Soc., Perkin Trans. 2, 2001, 2237 DOI: 10.1039/B103660M

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements