Abstract
Triethylgermyldiphenylphosphine was reacted with phenylisocyanate at various temperatures for three days in sealed ampoules. At $0^{\circ}C$, only N, N-diphenyluretidine-2,4-dione, a cyclic dimer of phenylisocyanate (35%), was formed. But at $20^{\circ}C$, phenylisocyanutrate, a cyclic trimer of phenylisocyanate (30%), was formed along with the dimer. At $50^{\circ}C$, diphenylcarbodiimide (55%) was given together with the compounds described above. At the higher reaction temperatures than $100^{\circ}C$, instead of the dimer and trimer of phenylisocyanate, 1,3,5-triphenyl-2,4,6-tris(phenylimino) hexahydro-1,3,5-triazine, a cyclic trimer of diphenylcarbodiimide (30%) and diphenylcarbodiimide (70%) were mainly produced. Triethylgermyldiphenylphosphine appears to act as a catalyst for the formation of the above cyclic compounds.
Triethylgermyldiphenylphosphine과 phenylisocyanate를 1:10 mole 비로 ampoule 속에서 혼합하여 여러 온도에서 반응시켰다. 그 결과 $0^{\circ}C$에서는 phenylisocyanate의 고리화 2합체인 N, N-diphenyluretidine-2,4-dione만이, $20^{\circ}C$에서는 phenylisocyanate의 고리화 3합체인 triphenylisocyanurate가 함께 생성되었으며, $50^{\circ}C$에서는 위의 생성물 이외에 diphenylcarbodiimide가 생성되었다. 또한 $100^{\circ}C$이상에서는 2합체는 생성되지 않고, diphenylcarbodiimide와 1,3,5-triphenyl-2,4,6-tris(phenylimino) hexahydro-1,3,5-triazine이 주로 생성되었다. 그리고 Triethylgermyldiphenylphosphine은 상기 고리 화합물들의 생성에 촉매로 작용하였다.