Ring-opening metathesis polymer sphere-supported seco-porphyrazines:: Efficient and recyclable photooxygenation catalysts

被引：59
作者：
Fuchter, MJ
Hoffman, BM [1 ]
Barrett, AGM
机构：
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 02期
关键词：
D O I：
10.1021/jo052156t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Crossover Linstead macrocyclization of norbomenyl-tagged diaminomaleonitrile with dipropylmaleonitrile gave the corresponding magnesium diammohexapropylporphyrazine, which was subsequently converted into its zinc seco-derivative. Polymerization gave the corresponding ROMPgel and ROMPsphere (ROMP = ring-opening metathesis polymer) reagents, the latter of which proved efficient as an immobilized catalyst for the sensitized production of singlet oxygen for the purification-minimized parallel synthesis of endoperoxides and ene adducts.
引用
收藏
页码：724 / 729
页数：6
相关论文
共 42 条
[1]   DYE-SENSITIZED PHOTOOXIDATION OF CYCLOPENTADIENE [J].
ADAMS, WR ;
TRECKER, DJ .
TETRAHEDRON, 1971, 27 (13) :2631-&
[2]   A recyclable 'boomerang' polymer-supported ruthenium catalyst for olefin metathesis [J].
Ahmed, M ;
Barrett, AGM ;
Braddock, DC ;
Cramp, SM ;
Procopiou, PA .
TETRAHEDRON LETTERS, 1999, 40 (49) :8657-8662
[3]  
Ahmed M, 2000, SYNLETT, P1007
[4]   ROMPgel-supported biphenyl and naphthalene: reagents for lithiation reactions with minimal purification [J].
Arnauld, T ;
Barrett, AGM ;
Hopkins, BT .
TETRAHEDRON LETTERS, 2002, 43 (06) :1081-1083
[5]   Facile and purification free synthesis of Mosher amides utilizing a ROMPgel supported reagent [J].
Arnauld, T ;
Barrett, AGM ;
Hopkins, BT ;
Zécri, FJ .
TETRAHEDRON LETTERS, 2001, 42 (46) :8215-8217
[6]   ROMPGEL scavengers:: A high-loading supported anhydride for sequestering amines and hydrazines [J].
Arnauld, T ;
Barrett, AGM ;
Cramp, SM ;
Roberts, RS ;
Zécri, FJ .
ORGANIC LETTERS, 2000, 2 (17) :2663-2666
[7]   ROMPgel supported allylboronate: a purification-free method for the preparation of homoallylic alcohols [J].
Arnauld, T ;
Barrett, AGM ;
Seifried, R .
TETRAHEDRON LETTERS, 2001, 42 (44) :7899-7901
[8]   ROMPgel-supported tris(triphenylphosphine)rhodium(I) chloride:: a selective hydrogenation catalyst for parallel synthesis [J].
Årstad, E ;
Barrett, AGM ;
Tedeschi, L .
TETRAHEDRON LETTERS, 2003, 44 (13) :2703-2707
[9]   ROMPgel-supported triphenylphosphine with potential application in parallel synthesis [J].
Årstad, E ;
Barrett, AGM ;
Hopkins, BT ;
Köbberling, J .
ORGANIC LETTERS, 2002, 4 (11) :1975-1977
[10]   PHOTO-OXIDATION OF ALPHA-PHELLANDRENE - THE FORMATION OF CYCLOHEXADIENYL HYDROPEROXIDES AND THEIR REDUCTION TO ARENE 1,4-HYDRATES [J].
ATKINS, R ;
CARLESS, HAJ .
TETRAHEDRON LETTERS, 1987, 28 (48) :6093-6096
12345