Hydrogen Bonding Studies.Ⅱ, The Acidity and Basicity of Silanols Compared to Alcohols

摘要

The hydrogen bonding acidity and basicity of some silanols and carbinols has been determined by the measurement of 0-H stretching infrared band shifts upon admixture with the bases ether and mesitylene, and the acid phenol respectively. The silanols studied are much more strongly acidic, but only slightly less basic, than the carbinols with analogous structure. The results for the silanols are discussed in terms of a model with strong π-bonding from oxygen to silicon involving only one of the two unshared electros pairs on the silanol oxygen.nIntermolecular association of silanols was also studied by infrared spectroscopy. Trimethyl- and triethylsilanol are somewhat more highly associated than the corresponding carbinols, and the hydrogen bonds formed between silanol molecules appear to be decidedly stronger than those Involving alcohols.