Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes

Niermeier P, Lamm J-H, Linnemannstöns M, Neumann B, Stammler H-G, Mitzel NW (2018)
SYNTHESIS-STUTTGART 50(15): 3041-3047.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Starting from 10-bromo-1,8-dichloroanthracene, a series of 1,8-dichlorinated anthracene derivatives, flexibly bridged in position 10 by -Me (2) Si- and -Me (2) Si-(CH (2) ) (n) -SiMe (2) - linker units, were synthesised. The linked anthracenes were generated by converting (1,8-dichloroanthracen-10-yl)lithium with chlorosilanes in salt-elimination reactions. The bichromophors were tested in UV light induced photo reactions. None of the new compounds yielded any intra- or intermolecular photoproduct. All ,-(dimethylsilyl)alkane-linked bisanthracenes decomposed to give 1,8-dichloro-9-hydroxyanthracen-10(9 H )-one in the presence of oxygen. A completely different behaviour was shown by the bisanthracenyldimethylsilane, undergoing a 9,10:3,4-photocyclomerisation reaction. The new compounds were characterised by NMR spectroscopy, mass spectrometry and in most cases by X-ray diffraction studies.
Stichworte
anthracenes; salt metathesis reactions; solid-state structures; photocyclomerisation; oxygenation
Erscheinungsjahr
2018
Zeitschriftentitel
SYNTHESIS-STUTTGART
Band
50
Ausgabe
15
Seite(n)
3041-3047
ISSN
0039-7881
eISSN
1437-210X
Page URI
https://pub.uni-bielefeld.de/record/2930509

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Niermeier P, Lamm J-H, Linnemannstöns M, Neumann B, Stammler H-G, Mitzel NW. Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes. SYNTHESIS-STUTTGART. 2018;50(15):3041-3047.
Niermeier, P., Lamm, J. - H., Linnemannstöns, M., Neumann, B., Stammler, H. - G., & Mitzel, N. W. (2018). Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes. SYNTHESIS-STUTTGART, 50(15), 3041-3047. doi:10.1055/s-0037-1610128
Niermeier, P., Lamm, J. - H., Linnemannstöns, M., Neumann, B., Stammler, H. - G., and Mitzel, N. W. (2018). Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes. SYNTHESIS-STUTTGART 50, 3041-3047.
Niermeier, P., et al., 2018. Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes. SYNTHESIS-STUTTGART, 50(15), p 3041-3047.
P. Niermeier, et al., “Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes”, SYNTHESIS-STUTTGART, vol. 50, 2018, pp. 3041-3047.
Niermeier, P., Lamm, J.-H., Linnemannstöns, M., Neumann, B., Stammler, H.-G., Mitzel, N.W.: Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes. SYNTHESIS-STUTTGART. 50, 3041-3047 (2018).
Niermeier, Philipp, Lamm, Jan-Hendrik, Linnemannstöns, Marvin, Neumann, Beate, Stammler, Hans-Georg, and Mitzel, Norbert W. “Syntheses, Solid State Structures and Photochemistry of ,-Bis-[(1,8-dichloroanthracen-10-yl)dimethylsilyl]alkanes”. SYNTHESIS-STUTTGART 50.15 (2018): 3041-3047.