Inclusion by a Xanthenol Host:  Relating Structure to the Kinetics of Desolvation and Guest Exchange

Abstract

The inclusion compounds of the host 9-(4-methoxyphenyl)-9H-xanthen-9-ol, C23H16O2, with the guests cyclohexane (CHEX), 1,4-dioxane (DIOX), and N,N-dimethylformamide (DMF) have been investigated. Their crystal structures have been determined and correlated with their thermal behavior. Both dioxane and cyclohexane guests gave structures that were isostructural with respect to the host and displayed (Host)OH···O(Host) hydrogen bonding. The guests were found on centers of inversion. For the DMF structure, we observed a different packing arrangement with both the host and the guest molecules in general positions, and for the first time, this host displayed (Host)−OH···(Guest) hydrogen bonding. Kinetics of desolvation for the 1,4-dioxane and N,N-dimethylformamide compounds were studied. Guest-exchange reactions were also performed.

Solvent manipulation of N-methylacetamide inclusion compounds with a xanthenol host

“…Brought to you by | University of California Authenticated Download Date | 6/12/15 3:48 PM was also found in the N,N-dimethylformamide [18] and the morpholine [19] structures. For all three structures an intramolecular C-H···π interaction ( Figure 5B) is observed with C···π distances ranging from 3.119(2) to 3.229(2) Å.…”

“…In this study we have employed the host compound 9-(4-methoxyphenyl)-9H-xanthen-9-ol (H), which we have used extensively in previous investigations. H forms inclusion compounds with aromatic guests, aniline [17], cyclohexane, 1,4-dioxane, N,N-dimethylformamide [18] and morpholine [19]. Co-crystals of H with solid guests are also known as well as an apohost phase [20].…”

Cation and ligand roles in the coordination of FeIIIbisdithiolene complexes

“…Each defect  in a framework Ge 46-x  x is surrounded by four three-bonded Ge atoms (3b)Ge . Actually, instead of the expected composition Ba 8 Ge 42  4 , the binary clathrate was found to be Ba 8 Ge 43  3 with 4 conduction electrons per formula unit [1]. Ternary type-I clathrates Ba -TM -Ge can be obtained with…”

“…[4], etc. Thermo and photochromism occurring in the solid state thanks to reversible equilibria between the uncoloured enol, the yellow cis-keto and the red trans-keto forms [1] are the main interests of these compounds. All derivatives are described as thermochromic but only a few of them are photochromic.…”

“…Such problems like proton distribution and electronic structure of the molecules will be addressed. [ The compound, 9-(4-methoxyphenol)-9H-xanthen-9-ol (H) has proved to be a versatile host and has included a variety of small organic guests [1,2]. Solid-solid reactions with this host and a series of polycyclic unsaturated hydrocarbons have also been reported [3].…”