AI Article Synopsis
- The text discusses a new method for efficiently synthesizing organosilanes using boron conversion, which has largely been overlooked in forming carbon-silicon bonds.
- It details a specific process called alkoxide base-promoted deborylative silylation that allows for the creation of valuable organosilanes from various organoboronate compounds.
- This method is highlighted for its simplicity, versatility, and ability to support a range of functional groups, while also revealing an interesting mechanism behind the formation of C-Si bonds.
Article Abstract
Methods to efficiently synthesize organosilanes are valuable in the fields of synthetic chemistry and materials science. During the past decades, boron conversion has become a generic and powerful approach for constructing carbon-carbon and other carbon-heteroatom bonds, but its potential application in forming carbon-silicon remains unexplored. Herein, we describe an alkoxide base-promoted deborylative silylation of benzylic organoboronates, geminal bis(boronates) or alkyltriboronates, allowing for straightforward access to synthetically valuable organosilanes. This selective deborylative methodology exhibits operational simplicity, broad substrate scope, excellent functional group compatibility and convenient scalability, providing an effective and complementary platform for the generation of diversified benzyl silanes and silylboronates. Detailed experimental results and calculated studies revealed an unusual mechanistic feature of this C-Si bond formation.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10321478 | PMC |
| http://dx.doi.org/10.1039/d3sc02461j | DOI Listing |
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