Synthesis and catalytic activity of unimolecular dendritic reverse micelles with 'internal' functional groups [13]

Journal of the American Chemical Society

Volumn 121, Issue 40, 1999, Pages 9471-9472

  Piotti, Marcelo E ^a,b   Rivera Jr , Felix ^a   Bond, Risha ^a   Hawker, Craig J ^a   Fréchet, Jean M J ^b  

^a IBM ALMADEN RESEARCH CENTER   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL DERIVATIVE; DENDRIMER; FUNCTIONAL GROUP;

CATALYSIS; CHEMICAL STRUCTURE; CONCENTRATION RESPONSE; LETTER; MICELLE; MOLECULAR MODEL; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

EID: 0033552299     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja991879p     Document Type: Letter

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19. The tetrahydropyranyl protecting group present in 2 was necessary to prevent oligomerization of 2 under the alkylation conditions.
20. +], calculated 7855.
21. 1H NMR using either the dendrimer or added benzene as internal standard.
22. Control experiments were conducted under identical conditions (a) in the absence of dendrimer, (b) in the absence of dendrimer and in the presence of benzyl alcohol or methyl benzoate (equimolar in functional groups), and (c) in the absence of dendrimer and in the presence of a [G-1]-dendron (equimolar in functional groups).
23. The different values for the product ratio, 8/9, were found not to be due to isomerization but were sensitive to the catalyst loading with higher substrate-to-dendrimer ratio leading to an increase in the ratio of 8:9. Structure of the dendrimer, as well as the nature of the internal functionality, was also found to have an effect. The reason for this is not completely understood and is currently under investigation.