Université de Toulouse, UPS, and CNRS, LHFA UMR 5069, 118 Route de Narbonne, 31062 Toulouse, France.
Université de Toulouse, UPS, and CNRS, ICT UAR2599 118 Route de Narbonne, 31062 Toulouse, France.
Molecules. 2023 Apr 7;28(8):3295. doi: 10.3390/molecules28083295.
The present work focuses on the reactivity of S,S-bis-ylide , which presents a strong nucleophilic character, as evidenced by reactions with methyl iodide and CO, affording C-methylated salts and betaine , respectively. The derivatization of betaine affords the corresponding ester derivative , which is fully characterized by using NMR spectroscopy and X-ray diffraction analysis. Furthermore, an original reaction with phosphenium ions leads to the formation of a transient push-pull phosphino(sulfonio)carbene , which rearranges to give stabilized sulfonium ylide derivative .
本工作重点研究了 S,S-双-叶立德的反应性，S,S-双-叶立德具有很强的亲核性，这一点可以通过与甲基碘和 CO 的反应得到证明，分别得到 C-甲基化盐和甜菜碱。甜菜碱的衍生化得到相应的酯衍生物，并用 NMR 光谱和 X 射线衍射分析对其进行了充分的表征。此外，与膦翁离子的原始反应导致瞬态推-拉膦（亚磺酰）碳烯的形成，该碳烯重排得到稳定的亚磺酰叶立德衍生物。
