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Synthesis and crystal structure of 4,5-dibromo[2.1.1]triblattene

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Abstract

Reaction of 4-bromopentacyclo[7.3.0.02,7.03,11.06,10]dodec-11-ene (1) with Br2—CCl4 afforded 4,4,5-tribromopentacyclo[7.3.0.02,7.03,11.06,10]dodecane (2) in 89–94% yield. Subsequent treatment of 2 with KOt-Bu-t-BuOH resulted in competitive elimination of the elements of HBr and of Br2 with concomitant formation of 4,5-dibromopentacyclo[7.3.0.02,7.03,11.06,10]dodec-11-ene (3, 76%) and 1 (17%), respectively. The structure of 3 was established unequivocally via application of X-ray crystallographic methods. Crystal data for 3: monoclinic, C2/c, a = 9.895(1), b = 9.0963(7), c = 12.471(1) Å, β = 106.875(8)°, z = 4.

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Authors and Affiliations

  1. Department of Chemistry, University of Houston, Houston, Texas, 77204

    Simon G. Bott

  2. Department of Chemistry, University of North Texas, Denton, Texas, 76203

    Alan P. Marchand & I. N. N. Namboothiri

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  1. Simon G. Bott
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  2. Alan P. Marchand
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  3. I. N. N. Namboothiri
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Bott, S.G., Marchand, A.P. & Namboothiri, I.N.N. Synthesis and crystal structure of 4,5-dibromo[2.1.1]triblattene. Journal of Chemical Crystallography 29, 351–354 (1999). https://doi.org/10.1023/A:1009538321507

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