On the Reactivity of the Silylene PhC(NtBu)2SiNPh2 toward Organic Substrates

作者：Azhakar Ramachandran; Roesky Herbert W^*; Wolf Hilke; Stalke Dietmar

来源：Zeitschrift fur Anorganische und Allgemeine Chemie, 2013, 639(6): 934-938.

DOI：10.1002/zaac.201300138

• Silylenes
• Heteroleptic silylenes
• Silathione
• Silacyclopropene
• Cycloaddition

The reactivity studies of stable silylenes with organo isothiocyanates are so far not reported. In this manuscript we describe for the first time the reaction of the stable silylene LSiNPh2 (1) [L = PhC(NtBu)2] with PhNCS to yield the silathione LSi(S)NPh2 (2), with elimination of PhNC. The reaction of PhCCPh with LSiNPh2 resulted in the [1+2]-cycloaddition product silacyclopropene 3. Treatment of 1 with 3, 5-di-tert-butyl-o-benzoquinone yielded the [1+4]-cycloaddition product 4. Compounds 2, 3, and 4 were characterized by elemental analysis, multinuclear NMR spectroscopy, and EI-MS spectrometry. The molecular structures of compounds 2, 3, and 4 were established unequivocally by single-crystal X-ray structural analysis.

• 出版日期2013-5