To search by structure, left click in the box below to display the chemdraw toolbar. Then, draw the chemical structure of interest in the box using the toolbar. When your structure is complete, click “Search by Name” or “Search by SMILES” to generate the product name or SMILES respectively. This feature will search within the Gelest product database for matching chemical names or SMILES. Note: In cases where Gelest uses alternate chemical names, it may be necessary to search for the product of interest by its CAS#.
All structures are computer generated. Please rely on the product data below for placing your order. If you see any errors in structures, please email customer service so that they can be addressed.
Product data and descriptions listed are typical values, not intended to be used as specification.
Alkenylsilane Cross-Coupling Agent
The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile.
Specific Gravity: 0.877
HMIS Key: 2-2-0-X
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
Refractive Index: 1.4640
Application: Undergoes Pd-catalyzed cross-coupling with activated aromatic iodides.1
Stable silanol for cross-coupling vinylations.2,3,4
Vinyl silanols cross-couple w/ aryl triflates and nonaflates.5
Potassium salts of silanols cross-couple in absence of fluoride.6
Reference: 1. Denmark, S. et al. Org. Syn. 2005, 81, 42.
2. Denmark, S. E.; Sweis, R. F. J. Am. Chem. Soc. 2001, 123, 6439.
3. Denmark, S. E.; Pan, W. J. Organomet. Chem. 2002, 653, 98.
4. Denmark, S. E.; Wehrli, D. Org. Lett. 2000, 2, 565.
5. Denmark, S. E.; Sweis, R. F. Org. Lett. 2002, 4, 3771.
6. Denmark, S. E.; Kallemeyn, J. M. J. Am. Chem. Soc. 2006, 128, 15958.