Boric acid mediated preparation of mesocyclic thiocrown ethers containing xylylene units. Molecular structures of 3,8-dibenzo-1,6-di-thiacyclodecane and 2,5,8-trithia-(9)-p-benzenophane
✍ Scribed by Jilles J.H Edema; H.Thijs Stock; Jan Buter; Richard M Kellogg; Wilberth J.J Smeets; Anthony L Spek
- Book ID
- 104203492
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- French
- Weight
- 535 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Reaction of a dithiol with B(OH) 3 and base in MeOH followed by reaction with xylylene dibromides proceeds selectively to give the corresponding ortho, mete or pare-cyclophanes in good yield (70-86 %). The syntheses of examples of all three types of benzenophanes are discussed. The molecular structures of 3,8-dibenzo-1,6-dithlacyclodecane (8) and 2,5,8-trithia-(9)-u-benzenonhane (5) have been determined by X-ray crystallography; Crystal data f&--8: space group P21/c with a=8.2745(10), b=4.9330(10), c=16.5500(12) A, 8=100.37 (l)", z=2; R=O.O43 (R,=O.OQS) for 949 reflections (1>2.50(1)). Crystal data for 5 (150K): Space group P2Jc with a=10.310(1), b=7.430
; R=O.O65