CHR-Insertion (RH, CH<sub>3</sub>) into Cyclohexyl-Substituted Silsesquioxanes: Reactivity and Decomposition Studies

Ward, Antony J.; Lesic, Rebecca A.; Fisher, Keith J.; Proschogo, Nicholas; Fábos, Viktória; Masters, Anthony F.; Maschmeyer, Thomas

doi:10.1002/chem.201403709

Cited by 3 publications

(6 citation statements)

References 63 publications

(70 reference statements)

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“…6. In addition to the molecular ion at m/z ¼ 811.33900 (not shown), 29 the spectrum suggests that methyl acrylate reacts with this molecular ion, generating several products (see Table 4 and Fig. 7).…”

Section: Resultsmentioning

confidence: 93%

“…As seen in Table 2, the silsesquioxane a6b0 is capable of catalysing the polymerisation of methyl acrylate in hexane at 70 C. Attempts to isolate a reaction intermediate from this reaction proved unsuccessful, thus, it was decided to interrogate the reaction system using mass spectrometry as previously undertaken for simple reactive molecules. 29 The high resolution APCI mass spectrum of the silsesquioxane a6b0 (R ¼ C 6 H 11 , 1) obtained with the co-injection of methyl acrylate/CH 3 CN is shown in Fig. 6.…”

Section: Resultsmentioning

confidence: 99%

“…The NH 3 is formed in the mass spectrometer as a result of the reaction of the N 2 carrier gas passing through the discharge in a proton rich environment. 29 ] + ; calculated m/z ¼ 884.39228) is the result of addition of two methyl acrylate molecules to form the unobserved species with m/z ¼ 959 followed by loss two C 2 H 4 units and CO 2 . The proposed structures of the species identied are shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

“…30 Notably, such addition products are completely absent when the same experiment is performed using the incompletely condensed silsesquioxane a7b3 (R ¼ C 5 H 9 ) in the presence of methyl acrylate, with only the expected elimination products for the silsesquioxane observed. 29…”

Section: Resultsmentioning

confidence: 99%

“…A detailed mass spectroscopic study 29 shows that Si 3 O 3 rings, indeed, react with the organic substrate, whereas Si 4 O 4 rings do not. Therefore, in the case of strained Si 3 O 3 there is now good evidence of the organic substrate either inducing radical formation or arresting extremely fast radical interconversions within the strained ring structure.…”

Section: Discussionmentioning

confidence: 99%

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