16849-79-9Relevant academic research and scientific papers
Ruthenium-Catalyzed Synthesis of Dialkoxymethane Ethers Utilizing Carbon Dioxide and Molecular Hydrogen
Thenert, Katharina,Beydoun, Kassem,Wiesenthal, Jan,Leitner, Walter,Klankermayer, Jürgen
supporting information, p. 12266 - 12269 (2016/10/13)
The synthesis of dimethoxymethane (DMM) by a multistep reaction of methanol with carbon dioxide and molecular hydrogen is reported. Using the molecular catalyst [Ru(triphos)(tmm)] in combination with the Lewis acid Al(OTf)3resulted in a versatile catalytic system for the synthesis of various dialkoxymethane ethers. This new catalytic reaction provides the first synthetic example for the selective conversion of carbon dioxide and hydrogen into a formaldehyde oxidation level, thus opening access to new molecular structures using this important C1source.
A new and more efficient synthesis of methylene acetals
Chu, Guobiao,Zhang, Yanqiao,Li, Chunbao,Zhang, Yuqing
experimental part, p. 3828 - 3832 (2010/03/03)
A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[l,3,5]triazine (MeOTCT) and dimethyl sulfoxide has been developed. Chlorides are the major products for benzyl alcohols, while methylene acetals are the major products for secondary alcohols. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism is proposed on the basis of the experiments. Georg Thieme Verlag Stuttgart.
Formation of Δ4-oxocenes from Lewis acid promoted cyclizations of 5-hexenyl acetals. Evidence for a concerted ene cyclization mechanism
Blumenkopf, Todd A.,Look, Gary C.,Overman, Larry E.
, p. 4399 - 4403 (2007/10/02)
Both the intermolecular (kinetic) and intramolecular (product) hydrogen-deuterium isotope effects were determined to be 1.65 for the formation of 2-methyl-4-(trimethylsilyl)-Δ4-oxocene (20) from the SnCl4-promoted cyclization of acetals 19, 30, and 31 (eq 6). In other experiments silyl acetal 32 was found to cyclize in the presence of SnCl4 to form the silyl-Δ4-oxocene 34 and the alkylideneoxepane 35 in 2:1 ratio (eq 7). Both results provide strong evidence that the formation of 4-(trimethylsilyl)-Δ4-oxocenes from SnCl4-promoted cyclizations of 5-(trimethylsilyl)-5-hexenyl acetals takes place by a concerted intramolecular ene mechanism. Also reported are SnCl4-promoted exchange reactions of formaldehyde- and aldehyde-derived acetals, which occur readily at -10 to 0 °C and -70 °C, respectively (eqs 2 and 3).
