P*,S-Bidentate diamidophosphite based on 3-(phenylthiomethyl)phenol

被引：0
|
作者：
Gavrilov, K. N. [1 ]
Chuchelkin, I. V. [1 ]
Gavrilov, V. K. [1 ]
Trunina, V. M. [1 ]
Firsin, I. D. [1 ]
Zheglov, S. V. [1 ]
Bityak, Ya. P. [2 ]
Fedorov, D. A. [2 ]
Zimarev, V. S. [1 ,3 ]
Goulioukina, N. S. [1 ,3 ,4 ]
机构：
[1] SA Esenin Ryazan State Univ, 46 Ul Svobody, Ryazan 390000, Russia
[2] Moscow Inst Phys & Technol, 9 Inst Skii Per, Dolgoprudnyi 141701, Moscow Region, Russia
[3] Moscow MV Lomonosov State Univ, Dept Chem, Build 3,1 Leninskie Gory, Moscow 119991, Russia
[4] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, 31 Leninsky Prosp, Moscow 119071, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2023年 / 72卷 / 05期
基金：
俄罗斯科学基金会;
关键词：
chiral diamidophosphites; P; S-bidentate ligands; asymmetric allylation; palladium complexes; CATALYZED ASYMMETRIC ALLYLATION; CHIRAL PHOSPHORUS LIGANDS; ALLYLIC ALKYLATION; P-N; COMPLEXES; NORBORNADIENE; CONSTRUCTION; SUBSTITUTION; EVOLUTION; MOIETIES;
D O I：
10.1007/s11172-023-3897-8
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new P*,S-bidentate diamidophosphite ligand 1, containing a stereogenic phosphorus atom as a part of the 1,3,2-diazaphospholidine ring, was synthesized based on 3-(phenylthiomethyl)phenol. Palladium catalysts on its basis demonstrated a high enantioselectivity in the allylic alkylation of (E)-1,3-diphenylallyl acetate with dimethyl malonate (76% ee), the amination with pyrrolidine (74% ee), and the alkylation of cinnamyl acetate with ethyl 2-oxocyclohexanecarboxylate (83% ee). The reaction of ligand 1 with [Pd(allyl)Cl](2) in the presence of AgBF4 afforded a mixture of cationic palladium complexes: chelate [Pd(allyl)1]BF4 and head-to-head binuclear complex [Pd(allyl)1](2)(BF4)(2).
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收藏
页码：1251 / 1258
页数：8
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