Why Are Silyl Ethers Conformationally Different from Alkyl Ethers? Chair−Chair Conformational Equilibria in Silyloxycyclohexanes and Their Dependence on the Substituents on Silicon. The Wider Roles of Eclipsing, of 1,3-Repulsive Steric Interactions, and of Attractive Steric Interactions

2003 ◽  
Vol 125 (49) ◽  
pp. 15163-15173 ◽  
Author(s):  
Cecilia H. Marzabadi ◽  
J. Edgar Anderson ◽  
Jorge Gonzalez-Outeirino ◽  
Piers R. J. Gaffney ◽  
Christopher G. H. White ◽  
...  
2021 ◽  
Author(s):  
Caleb A. H. Jones ◽  
Nathan D. Schley

The cleavage of alkyl ethers by hydrosilylation is a powerful synthetic tool for the generation of silyl ethers. Previous attempts to apply this transformation to carbohydrate derivatives have been constrained...


1978 ◽  
Vol 56 (1) ◽  
pp. 85-92 ◽  
Author(s):  
M. Barrelle ◽  
M. Apparu ◽  
C. Gey

Carbon-13 nmr spectra have been recorded for 25 oxa- and azabicyclo[3.3.1]- and -[4.2.1]nonanes. Results obtained for the 9-oxabicyclo[3.3.1]nonanes, 2-substituted by hydroxyl or alkyl- and phenylamino groups, as well as those obtained for the N-alkyl- or N-phenyl-9-azabicyclo[3.3.1]nonan-2-ols, provide supplementary information regarding the previously studied structures of these types. Shielding and deshielding due to γ and δ steric interactions were observed depending on the substituent. The study of the oxabicyclo[4.2.1]nonanes, substituted or not substituted in positions 2 and 7 by hydroxyl groups, and of the azabicyclo[4.2.1]nonanes substituted in position 2 by the same group, yields interesting results on the conformational equilibria in these compounds which is caused by the flexibility of the seven-membered ring. The conformational equilibrium is displaced toward the boat form of the seven-membered ring for the unsubstituted compounds. Gauche conformations are proposed for the other compounds in order to account for the experimental observations; the pure chair and boat forms are excluded. Two ketones also have been studied. [Journal translation]


2019 ◽  
Author(s):  
Suhua Li ◽  
Gencheng Li ◽  
Bing Gao ◽  
Sidharam P. Pujari ◽  
Xiaoyan Chen ◽  
...  

The first SuFEx click chemistry synthesis of SOF<sub>4</sub>-derived copolymers based upon the polymerization of bis(iminosulfur oxydifluorides) and bis(aryl silyl ethers) is described. This novel class of SuFEx polymer presents two key characteristics: First, the newly created [-N=S(=O)F-O-] polymer backbone linkages are themselves SuFExable and primed to undergo further high-yielding and precise SuFEx-based post-modification with phenols or amines to yield branched functional polymers. Second, studies of individual polymer chains of several of these new materials indicate the presence of helical polymer structures, which itself suggests a preferential approach of new monomers onto the growing polymer chain upon the formation of the stereogenic linking moiety.


2020 ◽  
Vol 24 (19) ◽  
pp. 2272-2282
Author(s):  
Vu Ngoc Toan ◽  
Nguyen Minh Tri ◽  
Nguyen Dinh Thanh

Several 6- and 7-alkoxy-2-oxo-2H-chromene-4-carbaldehydes were prepared from corresponding alkyl ethers of 6- and 7-hydroxy-4-methyl-2-oxo-2H-chromen-2-ones by oxidation using selenium dioxide. 6- and 7-Alkoxy-4-methyl-2H-chromenes were obtained with yields of 57-85%. Corresponding 4-carbaldehyde derivatives were prepared with yields of 41-67%. Thiosemicarbazones of these aldehydes with D-galactose moiety were synthesized by reaction of these aldehydes with N-(2,3,4,6-tetra-O-acetyl-β-Dgalactopyranosyl) thiosemicarbazide with yields of 62-74%. These thiosemicarbazones were screened for their antibacterial and antifungal activities in vitro against bacteria, such as Staphylococcus aureus, Escherichia coli, and fungi, such as Aspergillus niger, Candida albicans. Several compounds exhibited strong inhibitory activity with MIC values of 0.78- 1.56 μM, including 8a (against S. aureus, E. coli, and C. albicans), 8d (against E. coli and A. niger), 9a (against S. aureus), and 9c (against S. aureus and C. albicans).


2018 ◽  
Vol 15 (3) ◽  
Author(s):  
Kotthireddy Thirumal Reddy ◽  
Reddymasu Sreenivasulu ◽  
Deekala Veronica ◽  
Choragudi Chandrasekhar ◽  
Kowthalam Anitha ◽  
...  
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