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- W2072404916 endingPage "2246" @default.
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- W2072404916 abstract "The reactions of 1,2-bis(dimethylchlorosilyl)ethane (1), 1,2-bis(dimethylchlorosilyl)ethene (6), and 1,2-bis(dimethylchlorosilyl)ethyne (7) with gem-bis(hydroperoxides) 2a–h and 1,1′-bis(hydroperoxy)bis(cycloalkyl)peroxides 4a–c were found to proceed in an unusual way. Thus, the reactions do not give the expected polymeric peroxides; instead, they produce cyclic silicon-containing peroxides containing 2, 4, or 6 silicon atoms in the ring: 9- (3a–h), 12- (5a–c), 18- (8, 12), 24- (9, 10), 27- (13), and 36-membered (11) compounds. The size of the rings produced in the reactions increases in the series 1,2-bis(dimethylchlorosilyl)ethane < 1,2-bis(dimethylchlorosilyl)ethene < 1,2-bis(dimethylchlorosilyl)ethyne. The resulting 9- and 12-membered cyclic peroxides are stable under ambient conditions. These compounds were isolated by chromatography and characterized by 1H, 13C, and 29Si NMR spectroscopy, X-ray diffraction, elemental analysis, and high-resolution mass spectrometry. The yields vary from 77 to 95%. Structures of the larger-size rings (18-, 24-, 27-, and 36-membered peroxides) were confirmed by 1H, 13C, and 29Si NMR spectroscopy using 2D (COSY, HSQC, and HMBC), 2D DOSY 1H, 3D 1H–29Si HMBC-DOSY NMR experiments, and elemental analysis." @default.
- W2072404916 created "2016-06-24" @default.
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- W2072404916 date "2014-04-21" @default.
- W2072404916 modified "2023-10-14" @default.
- W2072404916 title "Nature Chooses Rings: Synthesis of Silicon-Containing Macrocyclic Peroxides" @default.
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