oa South African Journal of Chemistry - Investigation of the Solvent Enclathration Potentials of 5-Phenyl-10, 11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol and Related Seven-membered Ring Alcohols
|Article Title||Investigation of the Solvent Enclathration Potentials of 5-Phenyl-10, 11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol and Related Seven-membered Ring Alcohols|
|© Publisher:||South African Chemical Institute (SACI)|
|Journal||South African Journal of Chemistry|
|Author||Benjamin Taljaard, Benita Barton and Cedric W. McCleland|
|Publication Date||Jan 2004|
|Pages||44 - 48|
|Keyword(s)||11-phenyl-6,11-dihydrodibenzo[b,e]oxepine, 11-phenyl-6,11-dihydrodibenzo[b,e]thiepine, 5-phenyl-5H-dibenzo[a,d]cyclohepten-5-ol, Enclathration, Inclusion complexes, Medium rings and Seven-membered rings|
Four previously reported tricyclic alcohols containing seven-membered central B-rings, 5-phenyl-10, 11-dihydro-5<I>H</I>dibenzo [<I>a,d</I>]cyclohepten-5-ol, 5-phenyl-5<I>H</I>-dibenzo[<I>a,d</I>]cyclohepten-5-ol, 11-phenyl-6, 11-dihydrodibenzo[<I>b,e</I>]oxepin-11-ol and 11-phenyl-6, 11-dihydrodibenzo[<I>b,e</I>]thiepin-11-ol have been synthesized and their solvent enclathration (inclusion) properties investigated and compared by using <sup>1</sup>H-NMR and differential scanning calorimetry (DSC). The presence of an oxygen or a sulphur atom, respectively, in the B-ring of the latter two compounds had a detrimental effect on the solvent enclathration properties of the host compounds as compared to those containing an ethane or ethylene bridge. This suggests that, although enclathration is highly dependent on the hydrogen bonding ability of the host, rigidity of the structure plays a crucial role in the formation and stability of these complexes.
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