A novel, non-high-dilution method for preparation of 1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane

Authors
Dolbier, WR Duan, JX Roche, AJ
Citation
Wr. Dolbier et al., A novel, non-high-dilution method for preparation of 1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane, ORG LETT, 2(13), 2000, pp. 1867-1869
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
13
Year of publication
2000
Pages
1867 - 1869
Database
ISI
SICI code
1523-7060(20000629)2:13<1867:ANNMFP>2.0.ZU;2-Z
Abstract
A novel synthesis of octafluoro[2.2]paracyclophane (AF4), one that remarkab ly does not require the use of high dilution methodology, is presented. Usi ng this unprecedented methodology, AF4 is produced in 60% yield in a reacti on of Zn with 0.35 M p-bis(chlorodifluoromethyl)benzene in DMA at 100 degre es C. The process comprises a convenient, inexpensive, and highly scaleable preparation of AF4 for both research and commercial purposes.