Journalartikel

Tetracyclopropylmethane: A unique hydrocarbon with S-4 symmetry


AutorenlisteKozhushkov, SI; Kostikov, RR; Molchanov, AP; Boese, R; Benet-Buchholz, J; Schreiner, PR; Rinderspacher, C; Ghiviriga, I; de Meijere, A

Jahr der Veröffentlichung2001

Seiten180-183

ZeitschriftAngewandte Chemie International Edition

Bandnummer40

Heftnummer1

ISSN1433-7851

VerlagWiley


Abstract

Surprising symmetry, surprising synthesis: Dicyclopropyldiethenylmethane (2), prepared from dicyclopropylketone (1) in several steps, was successfully cyclopropanated with a large excess of diazomethane in the presence of palladium(II) acetate yielding the structurally interesting tetracyclopropylmethane (3; 92 % yield). Upon catalytic hydrogenation, 3 was quantitatively converted into tetraisopropylmethane (4). X‐ray structure analysis established S4 symmetry for 3 and D2d symmetry for 4, in excellent agreement with the B3LYP/6‐31+G** computed structures.




Zitierstile

Harvard-ZitierstilKozhushkov, S., Kostikov, R., Molchanov, A., Boese, R., Benet-Buchholz, J., Schreiner, P., et al. (2001) Tetracyclopropylmethane: A unique hydrocarbon with S-4 symmetry, Angewandte Chemie International Edition, 40(1), pp. 180-183. https://doi.org/10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K

APA-ZitierstilKozhushkov, S., Kostikov, R., Molchanov, A., Boese, R., Benet-Buchholz, J., Schreiner, P., Rinderspacher, C., Ghiviriga, I., & de Meijere, A. (2001). Tetracyclopropylmethane: A unique hydrocarbon with S-4 symmetry. Angewandte Chemie International Edition. 40(1), 180-183. https://doi.org/10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K

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