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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 31, Number 1
JKCSEZ 31(1)
February 20, 1987 

 
Title
Reactions of Trimethyl-and Triphenyl-Metal(Ⅳ) Methoxide with Phenylisocyanate

Trimethyl- 및 Triphenyl-metal(Ⅳ) methoxide와 phenylisocyanate의 반응
Author
Ghap-Ju Ghim, Bae Seok Seo, Myung Jae Lee, Sung Woo Park, Il-Kyu Lee

김갑주, 서배석, 이명재, 박성우, 이일규
Keywords
Abstract
Triphenylmetal(IVA) methoxide 또는 triphenylmetal(IVA) methoxide와 phenylisocyanate를 1 : 500mole비로 혼합하여 여러온도에서 반응시켰다. Methyltrimethylsilyl ether, methyltriphenylsilyl ether 및 triphenyltin methoxide는 100℃에서도 phenylisocyanate의 cyclid dimer(N,N'-diphenyluretidine-2,4-dione)를 생성하였으나, 다른 화합물들은 주로 cyclic trimer(phenylisocyanate)만을 생성하였다. 또한 200℃이상에서는 모든 화합물들이 상당량의 diphenylcarbodiimide를 생성하였다. 이와 같은 반응결과로부터 phenylisocyanate의 cyclic polymerization의 mechanism과 (p-d)π overlap에 대한 금속의 치환기 효과를 고찰하였다.

Trimethyl-and triphenyl-metal (IVA) methoxides were reacted with phenylisocyanate at various temperatures. Even at 100℃, methyltrimethylsilyl ether, methyltriphenylsilyl ether and triphenyltin methoxide produced the cyclic dimer of phenylisocyanate, N,N'-diphenyluretidine-2,4-dione. But the other compounds produced only the cyclic trimer of phenylisocyanate, phenylisocyanurate. And above 200℃, considerable amounts of diphenylcarbodiimide was formed by all the organometallic compounds. From these results, the mechanism of cyclic polymerization of phenylisocyanate by the organometal catalysts, and the correlation of substituents with the reactivity were discussed.

Page
79 - 83
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