Reactivity of hypervalent species of silicon: cleavage of the allyl-silicon bond |
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| Institution: | 1. Institute of Applied Physics, Abbe Center of Photonics, Friedrich Schiller University Jena, Max-Wien-Platz 1, D-07743 Jena;2. Fraunhofer Institute for Applied Optics and Precision Engineering IOF, Department of Precision Engineering, Albert-Einstein-Str. 7, D-07745 Jena;1. Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342, Bangladesh;2. Department of Chemistry, King’s College London, Britannia House, 7 Trinity Street, London SE1 1DB, UK;3. Department of Chemistry, University of North Texas, 1155 Union Circle, Box 305070, Denton, TX 76203, USA;1. Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China;2. University of Chinese Academy of Sciences, Beijing 100049, China;3. School of Materials and Science Engineering, Southwest University of Science and Technology, Mianyang 621010, China;4. Ningbo Entry-Exit Inspection and Quarantine Bureau Technical Center, Ningbo 315012, China |
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| Abstract: | The reactivities of the silicon-allyl bonds in two kinds of pentacoordinated silicon species CH2CHCH2Si(o-O2C6H4)2 −NMe4+ (1) and CH2CHCH2- Si(OCH2CH2)3N (2) has been compared. In the allyl transfer to carbonyl compounds under nucleophilic conditions (NaOMe, KF or Bu4NF) and electrophilic conditions (TiCl4, AlCl3, BF3) these two species show quite different behaviour. Complex 1 is activated by nucleophiles, while for 2 transfer occurs under electrophilic conditions. These results indicate that the reactivity of these species is a function of their overall charge and geometry. |
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