Complexation with Hydroxy Host Compounds. 3. Structures and Thermal Analysis of the Inclusion Compounds of Tri(1-naphthyl)silanol with Toluene, o-Xylene, m-Xylene, and p-Xylene

Article abstract of DOI:10.1021/jo00034a044

Crystal structures of tri(1-naphthyl)silanol with toluene (1:1) (1), o-xylene (1:1) (2), m-xylene (1:1) (3) and p-xylene (1:2) (4) have been determined and compared.Crystal data are as follows. 1: P1/, a = 9.465 (3) Angstroem, b = 12.424 (2) Angstroem, c = 13.344 (4) Angstroem, α = 116.08 (2) deg, β = 91.67 (2) deg, γ = 92.27 (2) deg; Z = 2. 2: P1/, a = 9.399 (5) Angstroem, b = 12.475 (6) Angstroem, c = 13.577 (5) Angstroem, α = 115.96 (4) deg, β = 90.37 (4) deg, γ = 92.77 (2) deg; Z = 2. 3: P1/, a = 11.974 (3) Angstroem, b = 12.243 (2) Angstroem, c = 12.317 (2)Angstroem, α = 65.16 (1) deg, β = 72.50 (2) deg, γ = 61.85 (2) deg, Z = 2. 4: P1/, a = 9.315 (6) Angstroem, b = 12.462 (1) Angstroem, c = 15.901 (4) Angstroem, α = 82.51 (2) deg, β = 82.08 (4) deg, γ = 87.25 (5) deg, Z = 2.Possible hydrogen bonding between the hydroxyl group of the host and the aromatic ? electrons of the guests was observed and confirmed by shifts in the infrared spectra of the compounds.Thermal analysis revealed the strength of binding of the guest species.The intermolecular nonbonded potential energies were calculated and a correlation observed between these and the enthalpy change of guest release for 2 and 3.Thermogravimetry was used to evaluate the activation energy of the guest release reaction in 1-4.