Cyclization of alkynoic acids in water in the presence of a vesicular self-assembled amphiphilic pincer palladium complex catalyst

被引:24
作者
Hamasaka, Go [1 ]
Uozumi, Yasuhiro [1 ,2 ,3 ]
机构
[1] Inst Mol Sci, Okazaki, Aichi 4448787, Japan
[2] JST, CREST, Okazaki, Aichi 4448787, Japan
[3] RIKEN, Wako, Saitama 3910198, Japan
关键词
D O I
10.1039/c4cc07015a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alkynoic acids were cyclized in the presence of a vesicular palladium-based catalyst and a catalytic amount of triethylamine in water to give the corresponding lactones in moderate-to-good yields. The formation of a vesicular structure was shown to be essential for the promotion of the reaction.
引用
收藏
页码:14516 / 14518
页数:3
相关论文
共 15 条
[1]   Properties and Catalytic Activities of New Easily-Made Amphiphilic Phosphanes for Aqueous Organometallic Catalysis [J].
Ferreira, Michel ;
Bricout, Herve ;
Azaroual, Nathalie ;
Gaillard, Cedric ;
Landy, David ;
Tilloy, Sebastien ;
Monflier, Eric .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (07) :1193-1203
[2]   Accelerated biphasic hydroformylation by vesicle formation of amphiphilic diphosphines [J].
Goedheijt, MS ;
Hanson, BE ;
Reek, JNH ;
Kamer, PCJ ;
van Leeuwen, PWNM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (08) :1650-1657
[3]   A novel amphiphilic pincer palladium complex: design, preparation and self-assembling behavior [J].
Hamasaka, Go ;
Muto, Tsubasa ;
Uozumi, Yasuhiro .
DALTON TRANSACTIONS, 2011, 40 (35) :8859-8868
[4]   Molecular-Architecture-Based Administration of Catalysis in Water: Self-Assembly of an Amphiphilic Palladium Pincer Complex [J].
Hamasaka, Go ;
Muto, Tsubasa ;
Uozumi, Yasuhiro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (21) :4876-4878
[5]   Self-assembled hexa-peri-hexabenzocoronene graphitic nanotube [J].
Hill, JP ;
Jin, WS ;
Kosaka, A ;
Fukushima, T ;
Ichihara, H ;
Shimomura, T ;
Ito, K ;
Hashizume, T ;
Ishii, N ;
Aida, T .
SCIENCE, 2004, 304 (5676) :1481-1483
[6]   PALLADIUM(II) CATALYZED CYCLIZATION OF ALKYNOIC ACIDS [J].
LAMBERT, C ;
UTIMOTO, K ;
NOZAKI, H .
TETRAHEDRON LETTERS, 1984, 25 (46) :5323-5326
[7]   Pd-complex-bound Amino Acid-based Supramolecular Gel Catalyst for Intramolecular Addition-Cyclization of Alkynoic Acids in Water [J].
Ogata, Kazuki ;
Sasano, Daisuke ;
Yokoi, Tomoya ;
Isozaki, Katsuhiro ;
Seike, Hirofumi ;
Takaya, Hikaru ;
Nakamura, Masaharu .
CHEMISTRY LETTERS, 2012, 41 (05) :498-500
[8]   Catalytic Y-tailed amphiphilic homopolymers - aqueous nanoreactors for high activity, low loading SCS pincer catalysts [J].
Patterson, Joseph P. ;
Cotanda, Pepa ;
Kelley, Elizabeth G. ;
Moughton, Adam O. ;
Lu, Annhelen ;
Epps, Thomas H., III ;
O'Reilly, Rachel K. .
POLYMER CHEMISTRY, 2013, 4 (06) :2033-2039
[9]   Synthesis and Controllable Self-Assembly of a Novel Coronene Bisimide Amphiphile [J].
Rao, K. Venkata ;
George, Subi J. .
ORGANIC LETTERS, 2010, 12 (11) :2656-2659
[10]  
Steed J.W., 2009, SUPRAMOL CHEM, V2nd