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Regioselectivity control in a Diels-Alder reaction of a surfactant 1,3-diene with a surfactant dienophile

โœ Scribed by David A. Jaeger; Dan Su

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
223 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The Diels-Alder reaction of surfactant 1,3-diene 1 and surfactant dienophile 2 within aqueous mixed micelles at 25 ยฐC gave a 6.6:1 ratio of cycloadducts 11 and 12, and that of nonsurfactant analogues 10 and 13 in C6HsMe at 75(85) ยฐC gave a 1:1 ratio of cycloadducts 14 and 15. The regioselectivity of the reaction of 1 and 2 was controlled by their alignment at the mixed micelle-H20 interface.

๐Ÿ“œ SIMILAR VOLUMES

High regioselectivity in the Diels-Alder
High regioselectivity in the Diels-Alder reaction of a surfactant 1,3-diene with a surfactant dienophile resulting from a short tether between their functional groups and head groups
โœ Dan Su; David A. Jaeger ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 267 KB

The Diels-Alder reaction of surfactant 1,3-diene 5 and surfactant dienophile 6 within their aqueous mixed micelles at 25(35)ยฐC gave a 30:1 ratio of cycloadducts 14 and 15, respectively. The high regioselectivity was ascribed to a combination of alignment of 5 and 6 at the mixed micelle-H20 interface