一种脆弱的基酸作为难以捉摸的母酸 (:PH) 的转移剂
Kerstin Hansen1, Tibor Szilvási, Burgert Blom
1Metalorganics and Inorganic Materials, Department of Chemistry, Technische Universität Berlin, Straße des 17. Juni 135, Sekr. C2, 10623 Berlin, Germany.
Journal of the American Chemical Society
|July 31, 2013
概括
研究人员已经成功地将高度反应的原始胺 (:PH) 转移到溶液中的有机分子中. 这一突破是使用一种新型酸化合物实现的,使新的合成途径成为可能.
科学领域:
- 有机金属化学 有机金属化学
- 无机化学 无机化学 有机化学
- 合成化学 合成化学
背景情况:
- 最简单的父胺基 (:PH) 是高度反应性的,其研究仅限于气体或低温矩阵相.
- 由于其固有的不稳定性和反应性,PH的表征一直是具有挑战性的.
- 以前的方法不允许在溶液中控制生成和转移:PH.
研究的目的:
- 为了实现母胺基 (:PH) 的释放和转移到溶液中的不和有机分子.
- 为了利用一种新型的zwitterionic phosphasilene作为一个:PH转移试剂.
- 为了克服与:PH相关的反应性挑战,用于合成应用.
主要方法:
- 合成一种zwitterionic phosphasilene,LSi=PH (8),具有一个脆弱的SiP键.
- 利用在室温下溶液中的SiP键的同解键裂变.
- 将素与N-异环碳素作为捕获剂进行反应.
主要成果:
- 在室温下在碳化合物溶液中易于分离的zwifterionic phosphasilene (8).
- 解离产生N-异环烯 (LSi:) 和母胺基 (:PH).
- 在N-异环碳的存在下,酸 (8) 作为:PH转移试剂,形成酸.
结论:
- 这项研究证明了一种成功的方法,用于生成和转移母胺基 (:PH) 在溶液中.
- 酸素作为有效的前体:PH转移反应.
- 这项工作为合成和研究素衍生物化合物开辟了新的途径.
相关概念视频
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The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...


