64421-24-5Relevant academic research and scientific papers
The use of Nafion-H as an efficient catalyst for the direct conversion of primary and secondary trimethylsilyl ethers to their corresponding ethers under mild and heterogeneous conditions
Zolfigol, Mohammad Ali,Mohammadpoor-Baltork, Iraj,Habibi, Davood,Mirjalili, BiBi Fatemeh,Bamoniri, Abdolhamid
, p. 8165 - 8167 (2003)
Primary and secondary trimethylsilyl ethers were converted to their corresponding ethers in the presence Nafion-H with good to excellent yields under mild and heterogeneous conditions.
Ether formation through reductive coupling of ketones or aldehydes catalyzed by a mesoionic carbene iridium complex
Petronilho,Vivancos,Albrecht
, p. 5766 - 5774 (2017/12/07)
An iridium(iii) Cp? complex containing a triazolylidene-pyridyl C,N-bidentate-coordinating ligand is a very powerful catalyst for the transformation of ketones and aldehydes into symmetrical ethers. This highly efficient reductive coupling proceeds immediately at room temperature and at a low catalyst loading (0.1 mol%) when Ph2SiH2 is used as an additive. Aromatic carbonyl substrates react faster than aliphatic ketones or aldehydes, and the substrate scope suggests some functional group tolerance. Likewise, the condensation of alcohols to symmetrical ethers is catalyzed by this triazolylidene iridium complex, though ether formation is an order of magnitude slower than when starting from the analogous ketone or aldehyde as a substrate, suggesting that alcohols are not potential intermediates in the reductive coupling process. Prolonged reactions or modification of the silane additive lead to ether cleavage and dehydration, thus affording the corresponding olefin. Mechanistic insights and in particular the different reactivities of alcohols and ketones have been exploited to develop a synthetic methodology for the iridium-catalyzed formation of unsymmetrical methyl ethers (R-OMe) in good yields.
The reductive etherification of carbonyl compounds using polymethylhydrosiloxane activated by molecular iodine
Yadav,Subba Reddy,Shiva Shankar,Swamy
experimental part, p. 46 - 48 (2010/03/24)
Aldehydes and ketones undergo a smooth reductive etherification by polymethylhydrosiloxane (PMHS) in the presence of a catalytic amount of molecular iodine under mild conditions to afford the corresponding symmetrical ethers in excellent yields. This new reagent system (PMHS/I2) provides a simple and convenient route for the preparation of symmetrical ethers from carbonyl compounds.
High-efficiency conversion of trimethylsilyl ethers to their corresponding ethers using carbon-based solid acid as a new catalyst in heterogeneous mixtures
Shokrollahi, Arash,Zali, Abbas,Pouretedal, Hamid Reza
, p. 371 - 375 (2008/04/01)
Carbon-based solid acid was used as a new catalyst for conversion of trimethylsilyl ethers to their corresponding ethers in heterogeneous mixtures. The experiments were done moderately at room temperature, and high yields in suitable times were obtained under these conditions. Copyright Taylor & Francis Group, LLC.
Silica Sulfuric Acid: An Efficient Catalyst for the Direct Conversion of Primary and Secondary Trimethylsilyl Ethers to their Corresponding Ethers under Mild and Heterogeneous Conditions
Zolfigol, Mohammad Ali,Mohammadpoor-Baltork, Iraj,Mirjalili, Bibi Fatemeh,Bamoniri, Abdolhamid
, p. 1877 - 1879 (2007/10/03)
Primary and secondary trimethylsilyl ethers were converted to their corresponding ethers in the presence silica sulfuric acid with good to excellent yields under mild and heterogeneous conditions.
Bismuth Bromide-Catalyzed reductive coupling of carbonyl compounds and its application to the synthesis of novel crownophanes
Komatsu, Naoki,Ishida, Jun-Ya,Suzuki, Hitomi
, p. 7219 - 7222 (2007/10/03)
The reductive homocoupling of carbonyl compounds and heterocoupling of a carbonyl compound with an alkoxysilane were both effected smoothly with triethylsilane in the presence of a catalytic amount of bismuth bromide (1-3 mol%) under mild conditions. This ether-forming reaction was successfully applied to the single-step preparation of novel crownophanes with olefinic or acetylenic linkages.
