Dichotomy of Fe+-Mediated Sequential Activation of CH/CC Bonds of Aldimines: A Case of Efficient Reaction Control by Chain-Length Effects Preliminary Communication
✍ Scribed by Tilmann Prüsse; Helmut Schwarz
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- German
- Weight
- 234 KB
- Volume
- 73
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The metastable ions of Fe^+^ complexes of aldimines R^1^NCHR^2^ exhibit a unique behaviour in that sequential loss of olefin/H^2^ follows two distinct pathways: one corresponds to the familiar pattern of double remote functionalization, involving either alkyl chain R^1^ and R^2^. In addition, based on labeling studies, evidence is presented demonstrating that the consecutive elimination of C^2^H^4^/H^2^ from the Fe^+^ complex of C^6^H^13^NCHC^3^H^7^ involves exclusively the C^6^H^13^ part of the substrate. These and other Fe^+^‐mediated CH/CC bond activations of aldimines are controlled by chain‐length effects, reflecting the preferential formation of metallacyclic intermediates of particular ring sizes.