2007
DOI: 10.1002/anie.200702288
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Encapsulated N‐Heterocyclic Carbenes in Silicones without Reactivity Modification

Abstract: Let them off the leash! Silicone protecting media allow the manipulation and storage of air‐ and moisture‐sensitive N‐heterocyclic carbenes (NHCs). Calculations show that a weak carbene–Lewis acid interaction minimizes decomposition of NHCs but does not inhibit NHC reactivity.

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Cited by 55 publications
(47 citation statements)
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“…[30][31][32] Interestingly, such a product has recently been isolated from the reaction of 4,5-(Ph 2 P) 2 -IMe with KOH. Similar ring-opening reactions of NHCs in the presence of trace water affording formamide products have been reported by several groups.…”
Section: Resultsmentioning
confidence: 99%
“…[30][31][32] Interestingly, such a product has recently been isolated from the reaction of 4,5-(Ph 2 P) 2 -IMe with KOH. Similar ring-opening reactions of NHCs in the presence of trace water affording formamide products have been reported by several groups.…”
Section: Resultsmentioning
confidence: 99%
“…A well‐recognized property of NHCs, namely their pronounced silicophilicity, has been exploited in polymer chemistry for the ROP of cyclic (carbo)siloxanes and the GTP of acrylates (further discussed below). In 2006, the rapid polymerization of 2,2,5,5‐tetramethyl‐1‐oxa‐2,5‐disilacyclopentane (TMOSC) was reported (Scheme , top) .…”
Section: Ring‐opening Polymerizationsmentioning
confidence: 99%
“…The surprising resistance of NHCs in this system might also be explained by the weak interaction between the NHC and silicone polymers or silanol functions. In fact, we recently demonstrate the remarkable resistant character of NHCs in silicon polymers due to the weak carbene-silicon interaction (see Scheme 2) [17].…”
Section: Introductionmentioning
confidence: 99%