The self-assembly of benzyl alcohol derived deep-cavity cavitands: A new, highly efficient moiety for irreversible assemblies?

Chemical Communications

Volumn , Issue 5, 2000, Pages 363-364

  Gibb, Corinne L D ^a   Stevens, Edwin D ^a   Gibb, Bruce C ^a  

^a UNIVERSITY OF NEW ORLEANS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL ALCOHOL;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; MOLECULAR DYNAMICS; STEREOCHEMISTRY; THERMODYNAMICS;

EID: 0034615639     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a908144e     Document Type: Article

References (34)

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25. Solvents were: DMF, DMA, tetramethyl urea and NMP.
26. As a measure of the efficiency of these assemblies, we define the term 'assembly number' (AN) as the ratio of the isolated yield of a compound over its theoretical yield (derived by assuming 100% efficiency for each of the possible reaction options available to the isolated self-assembly components which appear in the product). Such a derivation (see the supplementary data for a full description) provides a semi-quantitative guide to these (and other similar) assemblies: AN < 1 not an assembly process, AN > 1 the higher the better), an assembly process. For 5, AN = 4.04 for optimal carceplex formation (ref. 11), AN = 1.45; for extended hemicarcerands [ref. 14(b)], AN = 1.62.
27. Evidence of irreversibility will be published elsewhere.
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33. tOH did not give a high yield of 5, a fact that, in conjunction with our observation that the reaction gave only polymer with <8 equiv. of base, may be attributed to the slow dissolution of KOH.
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