Reaction of trimethylaluminum with calixarenes. I. Synthesis and structure of [Calix[8]arene methyl ether] [AlMe3]6·2 toluene and of [p-tert-butylcalix[8]arene methyl ether] [AlMe3]6·4 benzene |
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Authors: | Anthony W. Coleman Simon G. Bott Jerry L. Atwood |
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Affiliation: | (1) Department of Chemistry, University of Alabama, University, 35486, AL, USA |
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Abstract: | Reaction of the methyl ether of calix[8]arene with AlMe3 yields [calix[8]arene methyl ether] [AlMe3]6·2 toluene,1, while that ofp-tert-butylcalix[8]arene gives [p-tert-butylcalix[8]arene methyl ether] [AlMe3]6·4 benzene,2. Both compounds1 and2 fail to react with alkali metal salts, MX. In1, the absence of a butylpara-substituent affords greater flexibility than is the case for thetert-butyl compound2. Thus, all six of the AlMe3 groups are located on the outside of the macrocyclic ring (in projection) in1, but two AlMe3 units are found on the inside in2. Colorless, air-sensitive crystals of1 belong to the triclinic space group witha=13.690(8),b=14.317(4),c=14.738(6) Å, =76.11(3), =62.36(4), =82.41(4)o, andDc=1.06 g cm–3 forZ=1. Refinement led toR=0.101 for 1154 observed reflections.2 crystallizes in with =12.400(6),b=16.229(8),c=19.251(5) Å, =96.17(3), =107.25(3), =101.54(3)o, andDc=1.01 g cm–3 forZ=1. Refinement of2 gaveR=0.128 for 4351 observed reflections. The macrocyclic array in both1 and2 lies about a crystallographic center of inversion.Supplementary Data relating to this article are deposited with the British Library as Supplementary Publication No. SUP 82049 (48 pages). |
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Keywords: | Calix[8]arene crystal structure AlMe3 aromatic adduct |
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