Revisiting the 7-Phospanorbornene Family: New P-Alkyl Derivatives

被引：10

作者：

Kovacs, Tamara ^{[1
]}

Fueloep, Laura Sz. ^{[1
]}

Mucsi, Zoltan ^{[1
]}

Karaghiosoff, Konstantin ^{[2
]}

Czugler, Matyas ^{[1
]}

Keglevich, Gyoergy ^{[1
]}

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1521 Budapest, Hungary

[2] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

HETEROATOM CHEMISTRY | 2015年 / 26卷 / 05期

基金：

匈牙利科学研究基金会;

关键词：

LIGHT-MEDIATED FRAGMENTATION; VILLIGER TYPE OXIDATION; 7-(2,4,6-TRIALKYLPHENYL-)7-PHOSPHANORBORNENE 7-OXIDES; NMR PROPERTIES; COMPLEXES; PHOSPHORUS; OXIDES; 2,5-DIHYDRO-1H-PHOSPHOLE; PHOSPHINES; 1-OXIDE;

D O I：

10.1002/hc.21265

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 1-alkyl-3-methyl-2,5-dihydro-1H-phosphole oxides were converted to the corresponding phosphole oxides that, by the Diels-Alder reaction with N-maleimide derivatives or with another unit of phosphole oxide, yielded trapped phosphole oxides or phosphole oxide dimers, respectively, as new 7-phosphanorbornene 7-oxides. The stereostructures of three derivatives were evaluated by single crystal X-ray analysis. The regio- and stereospecific dimerization was studied by B3LYP/6-31G(d,p) quantum chemical calculations, whose results were in accord with syntheses. Novel mechanistic features were explored. The geometrical data obtained by single crystal X-ray analysis validated the results of quantum chemical calculations, as the deviation was less than 3%. (C) 2015 Wiley Periodicals, Inc.

引用

页码：335 / 347

页数：13

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