Reference of Dimethoxydiphenylmethane《Reduction of ketones with LiAlH4 complexes of α,α,α’,α’-tetraaryl-1,3-dioxolane-4,5-dimethanols (TADDOLs). A combination of enantioselective reduction and clathrate formation with a discussion of LAH reagents bearing C2-symmetrical ligands》 was published in 1996. The authors were Seebach, Dieter;Beck, Albert K.;Dahinden, Robert;Hoffmann, Matthias;Kuehnle, Florian N. M., and the article was included in《Croatica Chemica Acta》. The author mentioned the following in the article:
A complex prepared from one equivalent each of LiAlH4, EtOH and a TADDOL (α,α,α’,α’-tetraaryl-1,3-dioxolane-4,5-dimethanol) reduces aryl alkyl ketones to sec. alcs. with enantiomer ratios (er) up to 96:4. The chiral LAH derivative is used in two-fold excess in THF solution and at dry ice temperatures The ability of TADDOLs to form clathrates diastereoselectivity can be exploited to increase the er of the initially formed alcs. by a simple modification of the work-up procedure and hence, products of very high enantiopurity (er 99:1) can be isolated. When (R,R)-TADDOLs (from (R,R)-tartrate) are applied in the reaction, the 1-aryl-alkanols formed preferentially have (S) configuration, as for the products obtained with the corresponding (P)-BINOL and (P)-BIPHENOL derivatives A common mechanistic model is discussed. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.
Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Reference of Dimethoxydiphenylmethane The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.
Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem