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Mitzel F, Boudon C, Gisselbrecht JP, et al. Pi-electron conjugation effects in antiaromatic dehydro[12]- and aromatic dehydro[18]-annulenes. Chem Commun (Camb). 2002;(20):2318-9doi: 10.1039/b208115f.
Mitzel, F., Boudon, C., Gisselbrecht, J. P., Gross, M., & Diederich, F. (2002). Pi-electron conjugation effects in antiaromatic dehydro[12]- and aromatic dehydro[18]-annulenes. Chemical communications (Cambridge, England), (20), 2318-9. https://doi.org/10.1039/b208115f
Mitzel, Frieder, et al. "Pi-electron conjugation effects in antiaromatic dehydro[12]- and aromatic dehydro[18]-annulenes." Chemical communications (Cambridge, England) vol. ,20 (2002): 2318-9. doi: https://doi.org/10.1039/b208115f
Mitzel F, Boudon C, Gisselbrecht JP, Gross M, Diederich F. Pi-electron conjugation effects in antiaromatic dehydro[12]- and aromatic dehydro[18]-annulenes. Chem Commun (Camb). 2002 Oct 21;(20):2318-9. doi: 10.1039/b208115f. PMID: 12430420.
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Chem Commun (Camb). 2002 Oct 21;(20):2318-9. doi: 10.1039/b208115f.

Pi-electron conjugation effects in antiaromatic dehydro[12]- and aromatic dehydro[18]-annulenes.

Chemical communications (Cambridge, England)

Frieder Mitzel, Corinne Boudon, Jean-Paul Gisselbrecht, Maurice Gross, François Diederich

Affiliations

  1. Laboratorium für Organische Chemie, ETH-Hönggerberg, CH-8093, Zürich, Switzerland.

PMID: 12430420 DOI: 10.1039/b208115f

Abstract

N,N-Dimethylanilino-substituted perethynylated dehydro[12]- and dehydro[18]-annulenes were prepared by oxidative acetylenic coupling of cis-bisdeprotected tetraethynylethene derivatives obtained by a new photochemical route; they display strongly bathochromically shifted longest-wavelength absorption bands compared to their silyl-substituted counterparts resulting from efficient intramolecular charge-transfer between the peripheral pi-electron donors and the electron-accepting central acetylenic core.

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