[1-(Trimethylsiloxy)alkyl]triphenylphosphonium Salts: Syntheses and Utilization. Comparisons with Analogous Pyridinium Salts

[1-(Trimethylsiloxy)alkyl]triphenylphosphonium Salts: Syntheses and Utilization. Comparisons with Analogous Pyridinium Salts
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[1-(三甲基硅氧基)烷基]三苯基鏻盐:合成和利用。

DOI:
10.1055/s-1992-26168
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发表时间:
1992
期刊:
Synthesis
影响因子:
--
通讯作者:
E. Irmer
E. Irmer
中科院分区:
--
文献类型:
--
作者:
E. Anders;Karola Hertlein;A. Stankowiak;E. Irmer

文献摘要

被引文献

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与醛、三甲基硅基三氟甲烷磺酸盐或碘化物的三组分反应。和三苯基膦(TPP)生成标题化合物。代表性产物(4-甲基苯基)[(三甲基硅氧基)甲基]TPP +的阳离子部分的x射线结构显示,与甲基(TPP) +和苄基(TPP) +阳离子(C(α)代表各种烷基的P键碳原子)的报道值相比,P + -C(α)键有有趣的延长。标题化合物对带电亲核试剂和强亲电试剂(三氟甲烷磺酸酐)的行为类似于类似的吡啶盐
Three-component reactions with aldehydes, trimethylsilyl trifluoro- methanesulfonate or iodide. and triphenylphosphine (TPP) yield the title compounds. The X-ray structure of the cationic part of a representative product, the (4-methylphenyl)[(trimethylsiloxy) methyl]TPP + , shows an interesting lengthening of the P + -C(α) bond compared with reported values for methyl(TPP) + and benzyl(TPP) + cations (C(α) represents the P-bonded carbon atom of the various alkyl groups). The behavior of the title compounds towards charged nucleophilic reagents and a powerful electrophile (trifluoromethanesulfonic anhydride) is similar to that of analogous pyridinium salts