Patai's Chemistry of Functional Groups 2009
DOI: 10.1002/9780470682531.pat0175
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Silicon‐Substituted Carbenes

Abstract: Introduction Geometric and Electronic Structure: Theory and Experiment Silicon‐Substituted Carbenes in Synthesis Concluding Remarks Acknowledgments

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“…25 For simple silicon-substituted carbenes like 44 , the triplet state is significantly stabilized relative to the singlet state. 27,28 1,2-Rearrangements to silenes are the most common outcomes for these compounds, 29 though cyclopropanations and C–H insertions have also been observed in suitable substrates (see 47 and 51 ). Intramolecular cyclopropanations appear to be possible with silyl carbenes of either a triplet or singlet nature if pendant olefins are present ( 47 and 49 , respectively).…”
Section: Resultsmentioning
confidence: 99%
“…25 For simple silicon-substituted carbenes like 44 , the triplet state is significantly stabilized relative to the singlet state. 27,28 1,2-Rearrangements to silenes are the most common outcomes for these compounds, 29 though cyclopropanations and C–H insertions have also been observed in suitable substrates (see 47 and 51 ). Intramolecular cyclopropanations appear to be possible with silyl carbenes of either a triplet or singlet nature if pendant olefins are present ( 47 and 49 , respectively).…”
Section: Resultsmentioning
confidence: 99%