当前位置: X-MOL 学术Chem. Eur. J. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Synthesis and Analysis of (g,g', g'', ‐ Trifluoro)neopentyl (TFNP) Aryl ethers as a Polar Aliphatic Motif
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2024-07-25 , DOI: 10.1002/chem.202402532
Atsushi Tarui 1 , Bruno A. Piscelli 2 , Nawaf Al-Maharik 3 , Josephine M Stewart 4 , Patricie Niemcova 5 , David B Cordes 4 , Aiden P McKay 4 , Cormac Murphy 5 , Rodrigo Cormanich 6 , David O'Hagan 7
Affiliation  

A route is developed to (g,g’,g’’’’‐trifluoro)neopentyl (TFNP) aryl ethers to extend the methods for the introduction of the tert‐butyl group, carrying a fluorine on each of the methyl substituents. The route combines neopentyltosylate 3 with phenols and thiophenols to give efficient substitution reactions to the corresponding TFNP aryl ethers. The three C‐F bonds adopt a helical propeller conformation as revealed by computation and single crystal X‐ray structure analysis. The LogPs of TFNP ethers are lower (more hydrophilic) than their tert‐butyl analogues. The metabolism of selected TFNP ethers was explored in the fungus Cunninghamella elegans.

中文翻译:


作为极性脂肪族基序的 (g,g', g'',‐ 三氟)新戊基 (TFNP) 芳基醚的合成和分析



开发了(g,g',g''''-三氟)新戊基(TFNP)芳基醚的路线,以扩展引入叔丁基的方法,在每个甲基取代基上携带一个氟。该路线将新戊基甲苯磺酸酯 3 与苯酚和苯硫酚结合,对相应的 TFNP 芳基醚进行有效的取代反应。通过计算和单晶X射线结构分析表明,三个C-F键采用螺旋桨构象。 TFNP 醚的 LogP 比其叔丁基类似物更低(更亲水)。在真菌 Cunninghamella elegans 中探索了选定的 TFNP 醚的代谢。
更新日期:2024-07-25
down
wechat
bug