𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Polymerizable mesoionic 4,6-dioxo-1,3-diazines, 1. Synthesis and photochemical behavior of polystyrenes with mesoionic 4,6-dioxo-1,3-diazines as pendant groups

✍ Scribed by Helmut Ritter; Rolf Sperber; Carl Michael Weisshuhn

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
446 KB
Volume
195
Category
Article
ISSN
1022-1352

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Mesoionic 5‐alkyl‐4,6‐dioxo‐1,3‐diphenyl‐2‐(3‐vinylbenzylthio)‐1,3‐diazine (6) was prepared by condensation of alkylmalonic acid (5) with 1,3‐diphenyl‐2‐(3‐vinylbenzyl)isothiourea (4) by use of dicyclohexylcarbodiimide (DCC). Homopolymerization of 6 led to new polystyrene derivatives (7) with mesoionic 4,6‐dioxo‐1,3‐diazines as pendant groups. UV irradiation of 7 yielded polystyrene derivatives with bis(β‐lactam) moieties as pendant groups (8). The change of some physical properties during the irradiation is discussed. 5‐Heptyl‐4,6‐dioxo‐1,3‐diphenyl‐2‐(3‐methylbenzylthio)‐1,3‐diazine (11) and 4‐heptyl‐1‐(3‐methylbenzylthio)‐3,5‐dioxo‐2,6‐diphenyl‐2,6‐diazabicyclo[2.2.0]hexane (12) as low‐molecular‐weight model compounds were synthesized for structural analysis.

📜 SIMILAR VOLUMES

Polymerizable mesoions, 2. Radical polym
Polymerizable mesoions, 2. Radical polymerization and 1,4-dipolar polycycloaddition of a 4-vinylphenyl-modified mesoionic 4,6-dioxo-1,3-diazine
✍ Helmut Ritter; Rolf Sperber 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 339 KB

## Abstract Mesoionic 5‐methyl‐4,6‐dioxo‐3‐phenyl‐1‐(4‐vinylphenyl)‐1,3‐diazine (5) was obtained by condensation of 3‐phenyl‐1‐(4‐vinylphenyl)formamidine (3) with methylmalonic acid (4). This vinyl‐substituted mesoionic heterocyclic compound was polymerized by usual radical initiation and, addition

Synthesis of a Polyphenol with a Mesoion
Synthesis of a Polyphenol with a Mesoionic 6-Oxo-1,6-dihydropyrimidin-3-ium-4-olate as Pendant Group and Its Photochemical Behavior
✍ Hiroyuki Tonami; Hiroshi Uyama; Shiro Kobayashi; Bernhard Menges; Silvia Mittler 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 126 KB 👁 1 views

## Abstract This study deals with the synthesis of a polyphenol bearing photosensitive groups, and its photochemical behavior upon UV irradiation. Mesoionic 5‐(4‐hydroxybenzyl)‐6‐oxo‐1,2,3‐triphenyl‐1,6‐dihydropyrimidin‐3‐ium‐4‐olate was prepared by condensation of 4‐benzyloxybenzylmalonic acid wit