What's new in the field of polycondensation? Review

Виноградова, С. В.

doi:10.1016/0032-3950(85)90444-7

Cited by 1 publication

(2 citation statements)

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“…It would be quite reasonable to expect that the reaction of two bifunctional reagents, geminal bis(hydroperoxides) 2a−h and dichlorodisilane 1, in which the Si−Cl groups are separated by three bonds, will lead to polycondensation. The latter process is observed in similar reactions: for example, in the synthesis of polyesters, polyamides, polycarbonates, polyurethanes, polyimides, and poly(ether sulfones) 27 (Scheme 2).…”

Section: ■ Results and Discussionmentioning

confidence: 86%

“…24 When proceeding to the synthesis of 12-membered peroxides with the use of two bifunctional reagents, such as bis-(hydroperoxy)bis(cycloalkyl)peroxides 4a−c and dichlorodisilane 1, in which the reaction centers are distant from each other, one would expect the predominant formation of oligomers or polymers. 27,28 However, we obtained 12membered cyclic peroxides 5a−c with good selectivity (Scheme 4). Peroxides 5a−c were synthesized in diethyl ether using a 2.1fold molar excess of imidazole (Table 4).…”

Section: ■ Results and Discussionmentioning

confidence: 97%

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Nature Chooses Rings: Synthesis of Silicon-Containing Macrocyclic Peroxides

et al. 2014

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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.

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Section: ■ Results and Discussionmentioning

confidence: 86%

Section: ■ Results and Discussionmentioning

confidence: 97%