✦ LIBER ✦
Proximal O,O′-capped calix[4]arenes with a disiloxane bridge as highly efficient synthetic intermediates for 1,2-dialkylation at the lower rim
✍ Scribed by Fumitaka Narumi; Naoya Morohashi; Nobuji Matsumura; Nobuhiko Iki; Hiroshi Kameyama; Sotaro Miyano
- Book ID
- 104232243
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 88 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Treatment of calix[4]
arenes with 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane using imidazole as a base yielded O,O%bridged calixarenes in excellent yields, which were subsequently treated with an alkyl halide/base to give O¦,O §-dialkylated products in high yields. These were, in turn, amenable to fluoride-promoted quantitative desilylation, thus providing an efficient method for the net proximal dialkylation of calix[4]arenes at the lower rim.