2009
DOI: 10.1002/ejic.200900012
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An Efficient Approach to Monophenyl‐Functionalized Octasilsesquioxanes

Abstract: By controlling the ratio of N-bromosuccinimide (NBS) to trichloro(p-tolyl)silane, [4-(bromomethyl)phenyl]trichlorosilane and trichloro [4-(tribromomethyl)phenyl]silane were selectively prepared for the first time. Then, by treating the above two trichlorosilanes with incompletely condensed silsesquioxane, R 7 Si 7 O 9 (OH) 3 , a (monobromomethyl)phenyltethered octasilsesquioxane and (tribromomethyl)phenyl-

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Cited by 14 publications
(7 citation statements)
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“…The X‐ray analysis of 10a showed two independent molecules (Figure ). Both molecules formed trisilanol dimers upon hydrogen bonds as similarly as other trisilanols [7]. However, siloxane backbone of 10a has C 1 symmetry instead of C 3 v symmetry due to packing of the phenyl substituents.…”
Section: Resultsmentioning
confidence: 84%
See 1 more Smart Citation
“…The X‐ray analysis of 10a showed two independent molecules (Figure ). Both molecules formed trisilanol dimers upon hydrogen bonds as similarly as other trisilanols [7]. However, siloxane backbone of 10a has C 1 symmetry instead of C 3 v symmetry due to packing of the phenyl substituents.…”
Section: Resultsmentioning
confidence: 84%
“…Recently, incompletely condensed trisilanolates [R 7 Si 7 O 9 ](ONa) 3 6 have become available as new type of silicate, which are easily prepared compared to the corresponding incompletely condensed trisilanols [R 7 Si 7 O 9 ](OH) 3 10 . In spite of relatively bulkier substituents needed for trisilanol [R 7 Si 7 O 9 ](OH) 3 , the capping reaction of trisilanol was widely applied for syntheses of POSS derivatives [7]…”
Section: Introductionmentioning
confidence: 99%
“…While NBS has been used to functionalize Si wafers and silane molecules, 33,34,37,38 the bromination of H-SiQDs has not been reported to our knowledge. As Si-X bonds are very reactive and difficult to directly characterize and isolate, the success of halogenation is typically conrmed by analyzing the derivatives aer functionalization.…”
Section: Bromination and Functionalization Of H-siqdsmentioning
confidence: 97%
“…NBS is a common bromination reagent used in organic synthesis and can be handled in air without a problem. 34,37,38…”
Section: Introductionmentioning
confidence: 99%
“…In scientific literature, the most widely described group is that of completely condensed silsesquioxanes, but an interesting alternative to cubic POSS cages may be incompletely condensed open-cage silsesquioxanes (IC-POSSs; Figure ), which, thanks to their unique structure, may exhibit different physicochemical properties and different reactivity. , Most literature reports about incompletely condensed silsesquioxanes focus on the use of POSS trisilanols as precursors for the synthesis of completely condensed derivatives , and metallasilsesquioxanes complexes as molecular models for silica-grafted catalytic centers. ,, Liu et al investigated the hydrogen-bonded interaction in POSS silanols and the possibility of their usage as anion receptors to form host–guest complexes . The scientific reports about trifunctional IC-POSSs are scarce.…”
Section: Introductionmentioning
confidence: 99%