Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage

Haag R, Kuck D, Fu X-Y, Cook JW, DeMeijere A (1994)
Synlett 1994(05): 340-342.

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Abstract
Tribenzodihydroacepentalenediide 5, a potential precursor for tribenzoacepentalene 6, can be prepared in good yields from the easily accessible centro-substituted tribenzotriquinacenes 7a-c by treatment with an excess of n-butyl lithium/potassium t-pentoxide in the presence of tetramethylethylene diamine (TMEDA). The dimer 16 of tribenzodihydroacepentalene 15, thus obtained after hydrolysis of 5 in up to 85% yield from readily accessible 7a, undergoes [2+2]-cyclo-reversion at 220-degrees-C, and 15 is efficiently trapped in [2+4]-cycloadditions with non-volatile dienes like tetracyclone and anthracene to give structurally interesting polycycles 17 and 18, respectively.
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Haag R, Kuck D, Fu X-Y, Cook JW, DeMeijere A. Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage. Synlett. 1994;1994(05):340-342.
Haag, R., Kuck, D., Fu, X. - Y., Cook, J. W., & DeMeijere, A. (1994). Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage. Synlett, 1994(05), 340-342.
Haag, R., Kuck, D., Fu, X. - Y., Cook, J. W., and DeMeijere, A. (1994). Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage. Synlett 1994, 340-342.
Haag, R., et al., 1994. Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage. Synlett, 1994(05), p 340-342.
R. Haag, et al., “Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage”, Synlett, vol. 1994, 1994, pp. 340-342.
Haag, R., Kuck, D., Fu, X.-Y., Cook, J.W., DeMeijere, A.: Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage. Synlett. 1994, 340-342 (1994).
Haag, Rainer, Kuck, Dietmar, Fu, Xiao-Yong, Cook, James W., and DeMeijere, Armin. “Facile Formation of Dihydroacepentalenediide from centro-Substituted Tribenzotriquinacenes with C-C Bond Cleavage”. Synlett 1994.05 (1994): 340-342.
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