Synthesis of porphyrin-containing [3]rotaxanes by olefin metathesis

被引：61

作者：

Coumans, RGE ^{[1
]}

Elemans, JAAW ^{[1
]}

Thordarson, P ^{[1
]}

Nolte, RJM ^{[1
]}

Rowan, AE ^{[1
]}

机构：

[1] Univ Nijmegen, Dept Organ Chem, NSRIM, NL-6525 ED Nijmegen, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 06期

关键词：

host-guest systems; metathesis; porphyrinoids; ring-opening polymerization; rotaxanes;

D O I：

10.1002/anie.200390179

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A ruthenium-carbene-stoppered [2]rotaxane acts an intermediate in the synthesis of porphyrin-containing [3]rotaxanes by an olefin-metathesis protocol. The thread of these [3]rotaxanes can be extended to a polybutadiene strand by using them as chain-transfer agents in the ring-opening-metathesis polymerization of cyclooctadiene to give macromolecular porphyrin rotaxanes (see picture).

引用

页码：650 / 654

页数：5

共 28 条

[1] Interlocked and intertwined structures and superstructures [J].

Amabilino, DB ;

Stoddart, JF .

CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828

[2] Replisome-mediated DNA replication [J].

Benkovic, SJ ;

Valentine, AM ;

Salinas, F .

ANNUAL REVIEW OF BIOCHEMISTRY, 2001, 70 :181-208

[3] Highly efficient syntheses of acetoxy- and hydroxy-terminated telechelic poly(butadiene)s using ruthenium catalysts containing N-heterocyclic ligands [J].

Bielawski, CW ;

Scherman, OA ;

Grubbs, RH .

POLYMER, 2001, 42 (11) :4939-4945

[4] New approaches to olefin cross-metathesis [J].

Blackwell, HE ;

O'Leary, DJ ;

Chatterjee, AK ;

Washenfelder, RA ;

Bussmann, DA ;

Grubbs, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (01) :58-71

[5] The Cl2(PCy3)(IMes)Ru(=CHPh) catalyst:: olefin metathesis versus olefin isomerization [J].

Bourgeois, D ;

Pancrazi, A ;

Nolan, SP ;

Prunet, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 643 :247-252

[6] A structural basis for processivity [J].

Breyer, WA ;

Matthews, BW .

PROTEIN SCIENCE, 2001, 10 (09) :1699-1711

[7] Olefin isomerization by a ruthenium carbenoid complex. Cleavage of allyl and homoallyl groups [J].

Cadot, C ;

Dalko, PI ;

Cossy, J .

TETRAHEDRON LETTERS, 2002, 43 (10) :1839-1841

[8] Synthesis of functionalized olefins by cross and ring-closing metatheses [J].

Chatterjee, AK ;

Morgan, JP ;

Scholl, M ;

Grubbs, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (15) :3783-3784

[9] Efficient synthesis of a molecular knot by copper(I)-induced formation of the precursor followed by ruthenium(II)-catalysed ring closing metathesis [J].

DietrichBuchecker, C ;

Rapenne, G ;

Sauvage, JP .

CHEMICAL COMMUNICATIONS, 1997, (21) :2053-2054

[10] A host-guest epoxidation catalyst with enhanced activity and stability [J].

Elemans, JAAW ;

Bijsterveld, EJA ;

Rowan, AE ;

Nolte, RJM .

CHEMICAL COMMUNICATIONS, 2000, (24) :2443-2444

← 1 2 3 →