| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5218225 | Tetrahedron | 2013 | 7 Pages |
Abstract
Effects of substituents on transformations of 4-(phenylethynyl)benzaldehydes and related benzaldehydes were analyzed in aldol and thiazolidine formation reactions. The aldol reaction of 4-cyanobenzaldehyde was 54-fold faster than that of 4-methoxybenzaldehyde. In contrast, the aldol reaction of 4-(4-cyanophenylethynyl)benzaldehyde was only 1.4-fold faster than that of 4-(4-methoxyphenylethynyl)benzaldehyde. Electronic features of substituents are significantly less influential in a diphenylacetylene system than in a simple benzene system.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Isamu Katsuyama, Pandurang V. Chouthaiwale, Hai-Lei Cui, Yuji Ito, Ayumi Sando, Hiroaki Tokiwa, Fujie Tanaka,