ISSN:
0268-2605
Keywords:
lanthanoid metal
;
acylsilane
;
acetylene
;
α-silyl alcohol
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Aromatic acylsilanes such as benzoyltrimethylsilane react with ytterbium (Yb) metal to give the corresponding Yb-oxametallacycle of the aromatic acylsilane. The Yb-oxametallacycle thereby formed reacts with another aroylsilane to afford the symmetrical 1,2-diarylacetylene in good yield. These nucleophilic Yb-oxametallacycles have been found to react with a variety of electrophiles affording α-silyl alcohol derivatives. In contrast, aliphatic acylsilanes are reduced with lanthanoid reagents such as Yb metal and samarium(II) iodide (SmI2) to give α-silyl alcohols, and the corresponding aliphatic acetylene was not obtained.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/aoc.590090504
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