REACTIONS OF AZIDES WITH ALPHA-ESTER PHOSPHORUS YLIDS

被引：25

作者：

LABBE, G

YKMAN, P

SMETS, G

机构：

[1] Laboratory of Macromolecular Chemistry, University of Louvain

来源：

TETRAHEDRON | 1969年 / 25卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(01)83042-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of α-ester phosphorus ylids with several azides are described together with a kinetic investigation. The two reaction courses, leading either to diazo compounds or to vic-triazoles, are interpreted as proceeding by an addition elimination sequence. The low values of the entropies of activation provide evidence for a concerted addition in the first step of the reaction. © 1969.

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页码：5421 / &

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共 17 条

[11] PHOSPHINEMETHYLENES .2. TRIPHENYLPHOSPHINEACYLMETHYLENES [J].

RAMIREZ, F ;

DERSHOWITZ, S .

JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (01) :41-45

[12] ADDITION OF ARYL AZIDES TO NORBORNENE . A KINETIC INVESTIGATION [J].

SCHEINER, P ;

SCHOMAKE.JH ;

DEMING, S ;

LIBBEY, WJ ;

NOWACK, GP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (02) :306-&

[13] On new organic phosphorus bonding IV Phosphinimine [J].

Staudinger, H ;

Hauser, E .

HELVETICA CHIMICA ACTA, 1921, 4 :861-886

[14] On new organic phosphorus bonding III Phosphine methylene derivatives and phosphinimine [J].

Staudinger, H ;

Meyer, J .

HELVETICA CHIMICA ACTA, 1919, 2 :635-646

[15] STUDIES OF P=N DOUBLE BONDS .6. SYNTHESIS AND P=N STRETCHING VIBRATION FREQUENCIES OF SUBSTITUTED PHOSPHINIMINES [J].

WIEGRABE, W ;

BOCK, H .

CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (04) :1414-&

[16] UBER TRIPHENYL-PHOSPHINMETHYLENE ALS OLEFINBILDENDE REAGENZIEN .1. [J].

WITTIG, G ;

SCHOLLKOPF, U .

CHEMISCHE BERICHTE-RECUEIL, 1954, 87 (09) :1318-1330

[17] ALIPHATIC DIAZO COMPOUNDS .3. INFRARED SPECTRA [J].

YATES, P ;

SHAPIRO, BL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (21) :5756-5760