𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Solvent Effects in [4+2] Cycloadditions of Polyhalogenated Cyclopentadienes with 4-Phenyl-1,2,4-triazoline-3,5-dione

✍ Scribed by Sauer, Jürgen ;Schuhbauer, Hans Markus

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
497 KB
Volume
1997
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Relative rates of [4 + 2] cycloadditions of cyclopentadienes 1a–1e with 4‐phenyl‐1,2,4‐triazoline‐3,5‐dione (2) in 12 different solvents vary by factors of up to 19000, but the reactions show similar solvent effects. Rate constants k~2~ correlate well with solvent parameters AN (positive correlation) and DN, SB (negative correlations), but not with E~T~ values.

📜 SIMILAR VOLUMES

[4+2] Cycloaddition of 2(1H)-pyrazinones
[4+2] Cycloaddition of 2(1H)-pyrazinones and 1,2,4-triazoline-3,5-diones
✍ Takehiko Nishio 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 273 KB

## Abstract The reaction of 2(1__H__)‐pyrazinones 1 and 1,2,4‐triazoline‐3,5‐diones 3 was investigated by comparing that of 1 with singlet oxygen. 2(1__H__)‐Pyrazinones 1 reacted in Diels‐Alder fashion with 1,2,4‐triazoline‐3,5‐diones 3 to afford [4+2]‐adducts 4–17 in high yields.