Siloles and germoles modified by partial hypercoordination through aminoxy substituents

Losehand U, Mitzel NW (2000)
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS 7(7): 1049-1052.

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1-Dimethylaminoxy-2,3,4,5-tetraphenyl-1-silacyclopentadiene (1), 1,2-bis(dimethylaminoxy)-2,3,4,5-tetraphenyl-1-silacyclopentadiene (2) and 1,2-bis(dimethylaminoxy)-2,3,4,5-tetraphenyl-1-germacyclopentadiene (3) have been prepared by the reactions of the corresponding chloro-2,3,4,5-tetraphenyl-1-(sila/germa)cyclopentadienes with LiONMe2. They are yellow crystalline materials, which have been identified by multinuclear NMR spectroscopy (H-1, C-13, N-15, O-17, Si-29), mass spectrometry and elemental analysis. The UV-VIS spectra of 1, 2 and 3 show the absorption bands of the silole/germole to be only slightly affected by the Si ... N interaction, which indicates that orbital interactions of the type lp(N)-->sigma*(SiC) do not play a significant role and thus the Si ... N attraction is better interpreted as a dipole interaction. The crystal structures of 2 and 3 reveal planar C4Si and C4Ge rings, with a propeller-like arrangement of the phenyl groups. The SiON and GeON groups contain short Si ... N distances [2.473(3) and 2.503(3) Angstrom in 2, and 2.535(7) to 2.608(7) Angstrom in 3]. 2 adopts a gauche-gauche conformation for the NOSiON backbone, while in 3, two independent molecules are found in the asymmetric unit, one with an anti-gauche conformation and one with a gauche-gauche conformation.
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Losehand U, Mitzel NW. Siloles and germoles modified by partial hypercoordination through aminoxy substituents. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS. 2000;7(7):1049-1052.
Losehand, U., & Mitzel, N. W. (2000). Siloles and germoles modified by partial hypercoordination through aminoxy substituents. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 7(7), 1049-1052.
Losehand, U., and Mitzel, N. W. (2000). Siloles and germoles modified by partial hypercoordination through aminoxy substituents. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS 7, 1049-1052.
Losehand, U., & Mitzel, N.W., 2000. Siloles and germoles modified by partial hypercoordination through aminoxy substituents. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 7(7), p 1049-1052.
U. Losehand and N.W. Mitzel, “Siloles and germoles modified by partial hypercoordination through aminoxy substituents”, JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, vol. 7, 2000, pp. 1049-1052.
Losehand, U., Mitzel, N.W.: Siloles and germoles modified by partial hypercoordination through aminoxy substituents. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS. 7, 1049-1052 (2000).
Losehand, U, and Mitzel, Norbert W. “Siloles and germoles modified by partial hypercoordination through aminoxy substituents”. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS 7.7 (2000): 1049-1052.
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