Synthesis and Reactivity of Five-Membered Palladalactones from Arylallenes and Carbon Dioxide: Relevance to Catalytic Lactone Synthesis

被引：13

作者：

Choi, Jun-Chul ^{[1
]}

Shiraishi, Kouichi ^{[1
]}

Takenaka, Yasumasa ^{[1
]}

Yasuda, Hiroyuki ^{[1
]}

Sakakura, Toshiyasu ^{[1
]}

机构：

[1] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058565, Japan

来源：

ORGANOMETALLICS | 2013年 / 32卷 / 11期

关键词：

COMPLEXES; ALKYNES; ALLENE;

D O I：

10.1021/om400089n

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A bis(tri-n-butylphosphine)palladium ((nBu(3)P)(2)Pd) complex was shown to catalyze the cyclization of arylallenes with carbon dioxide to yield six-membered lactones. The stoichiometric reaction of a (Me3P)(2)Pd complex with 1 equiv of arylallenes, followed by treatment with CO2, resulted in the formation of five-membered palladalactones, the structures of which were fully characterized by X-ray crystallography, NMR, IR, HRMS, and elemental analysis.

引用

页码：3411 / 3414

页数：4

共 20 条

[1] [Anonymous], 1997, SHELXL 97 PROGRAM CR
[2] Aresta M., 1987, CARBON DIOXIDE SOURC
[3] Utilisation of CO2 as a chemical feedstock:: opportunities and challenges
Aresta, Michele
Dibenedetto, Angela
[J]. DALTON TRANSACTIONS, 2007, (28) : 2975 - 2992
[4] REACTIONS OF ALLENE, 2,3-DIMETHYLBUTA-1,3-DIENE, AND BUTA-1,3-DIENE WITH BIS(CYCLO-OCTA-1,5-DIENE-PLATINUM, BIS(ETHYLENE)(TRIMETHYLPHOSPHINE-PLATINUM, AND BIS(ETHYLENE)(TRICYCLOHEXYLPHOSPHINE)-PLATINUM - X-RAY CRYSTAL-STRUCTURES OF ETA-CYCLO-OCTA-1,5-DIENE-PLATINUM AND BIS(TRIMETHYLPHOSPHINE)-(1,4-TRANS-DIVINYLBUTANE-1,4-DIYL)PLATINUMN
BARKER, GK
GREEN, M
HOWARD, JAK
SPENCER, JL
STONE, FGA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1978, (12): : 1839 - 1847
[5] Use of carbon dioxide in chemical syntheses via a lactone intermediate
Behr, A.
Henze, G.
[J]. GREEN CHEMISTRY, 2011, 13 (01) : 25 - 39
[6] Rhodium(I) complexes with π-coordinated arylallene.: Structures in the solid state and in solution and reaction with arylallene to give rhodacyclopentane
Choi, JC
Sarai, S
Koizumi, T
Osakada, K
Yamamoto, T
[J]. ORGANOMETALLICS, 1998, 17 (10) : 2037 - 2045
[7] Dohring A., 1980, TETRAHEDRON LETT, V21, P3201
[8] NICKEL(0)-INDUCED C-C BONDING BETWEEN 1,2-DIENES AND CARBON-DIOXIDE
HOBERG, H
OSTER, BW
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 266 (03) : 321 - 326
[9] MODEL COMPLEXES OF NICKEL FOR THE [2+2+2']-CYCLOADDITION OF ALKYNES WITH CARBON-DIOXIDE
HOBERG, H
SCHAEFER, D
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 238 (04) : 383 - 387
[10] NICKEL(0)-INDUCED C-C COUPLING BETWEEN CARBON-DIOXIDE AND ALKYNES AS WELL AS ALKENES
HOBERG, H
SCHAEFER, D
BURKHART, G
KRUGER, C
ROMAO, MJ
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 266 (02) : 203 - 224

← 1 2 →