Recyclable tridentate stable palladium(II) PCP-type catalysts supported on silica for the selective synthesis of lactones

被引：42

作者：

Chanthateyanonth, R ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2004年 / 346卷 / 11期

关键词：

carbonylation; dendrimers; heterogeneous catalysts; immobilization; lactones; palladium;

D O I：

10.1002/adsc.200404109

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Five- or seven-membered ring lactones are synthesized, in good selectivity and high yields, by the cyclocarbonylation reaction of 2-allylphenols, using a tridentate diphosphinoaryl ligand (PCP-type) palladium(II) catalyst immobilized on silica (A) and silica supported dendrimers (B, C and D). These immobilized catalysts, which are highly active and can be recycled by simple filtration in air, and reused with only moderate loss of activity, combine the advantages of heterogeneous and homogeneous catalysts. These complexes are also stable towards oxygen and moisture.

引用

页码：1375 / 1384

页数：10

共 29 条

[1] STEREOCHEMICAL STUDIES OF THE ELECTROLYTIC REACTIONS OF ORGANIC-COMPOUNDS .19. ELECTROORGANIC REACTIONS ON ORGANIC ELECTRODES .1. ASYMMETRIC REDUCTION OF PROCHIRAL ACTIVATED OLEFINS ON A POLY-L-VALINE-COATED GRAPHITE
ABE, S
NONAKA, T
FUCHIGAMI, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) : 3630 - 3632
[2] A palladium catalysed cyclisation-carbonylation of bromodienes:: control in carbonylation over facile β-hydride elimination
Aggarwal, VK
Davies, PW
Moss, WO
[J]. CHEMICAL COMMUNICATIONS, 2002, (09) : 972 - 973
[3] Solventless enantioelective ring-opening polymerization of substituted ε-caprolactones by enzymatic catalysis
Al-Azemi, TF
Kondaveti, L
Bisht, KS
[J]. MACROMOLECULES, 2002, 35 (09) : 3380 - 3386
[4] Heck reaction using palladium complexed to dendrimers on silica
Alper, H
Arya, P
Bourque, SC
Jefferson, GR
Manzer, LE
[J]. CANADIAN JOURNAL OF CHEMISTRY, 2000, 78 (06) : 920 - 924
[5] Carbonylation reactions of iodoarenes with PAMAM dendrimer-palladium catalysts immobilized on silica
Antebi, S
Arya, P
Manzer, LE
Alper, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (19) : 6623 - 6631
[6] PHTHALIDE COMPONENTS OF CELERY ESSENTIAL OIL
BJELDANES, LF
KIM, IS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (13) : 2333 - 2335
[7] A novel route to 2,3-pyrazol-1(5H)-ones via palladium-catalyzed carbonylation of 1,2-diaza-1,3-butadienes
Boeckman, RK
Reed, JE
Ge, P
[J]. ORGANIC LETTERS, 2001, 3 (23) : 3651 - 3653
[8] Hydroformylation reactions with rhodium-complexed dendrimers on silica
Bourque, SC
Maltais, F
Xiao, WJ
Tardif, O
Alper, H
Arya, P
Manzer, LE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (13) : 3035 - 3038
[9] The first synthesis of stable palladium(II) PCP-type catalysts supported on silica - application to the Heck reaction
Chanthateyanonth, R
Alper, H
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 201 (1-2) : 23 - 31
[10] Palladium-catalyzed highly diastereoselective cyclic carbopalladation-carbonylative esterification tandem reaction of iododienes and iodoarylalkenes
Copéret, C
Negishi, E
[J]. ORGANIC LETTERS, 1999, 1 (01) : 165 - 167

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