Chromium-templated benzannulation and haptotropic metal migration

被引:49
作者
Dötz, KH [1 ]
Wenzel, B [1 ]
Jahr, HC [1 ]
机构
[1] Kekule Inst Organ Chem & Biochem, Gerhard Domagk Str 1, D-53121 Bonn, Germany
来源
TEMPLATES IN CHEMISTRY I | 2004年 / 248卷
关键词
arene complexes; chromium complexes; chromium-templated benzannulation; haptotropic rearrangement; intramolecular rearrangement; ligand substitution; molecular switch;
D O I
10.1007/b99910
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review highlights the recent development in intramolecular migration of metal templates along fused arene skeletons. The focus is on the haptotropic rearrangement of a Cr(CO)(3)-fragment along polycyclic aromatic pi-systems. The straightforward and regioselective synthesis of arene-Cr(CO)(3) complexes via chromium-templated [3+2+1]-benzannulation is discussed in the context of mechanistic and synthetic aspects. Proper tuning of the arene substitution pattern and the template coligand sphere allows the design of the haptotropic rearrangement for an application in novel organometallic molecular switches.
引用
收藏
页码:63 / +
页数:5
相关论文
共 129 条
[1]   (Phenalene)chromium tricarbonyl complexes. Synthesis, structure, and thermal rearrangements [J].
Akhmedov, NG ;
Malyugina, SG ;
Mstislavsky, VI ;
Oprunenko, YF ;
Roznyatovsky, VA ;
Batsanov, AS ;
Ustynyuk, NA .
ORGANOMETALLICS, 1998, 17 (21) :4607-4619
[2]   HAPTOTROPIC REARRANGEMENTS OF POLYENE-MLN COMPLEXES .2. BICYCLIC POLYENE-MCP, POLYENE-M(CO)3 SYSTEMS [J].
ALBRIGHT, TA ;
HOFMANN, P ;
HOFFMANN, R ;
LILLYA, CP ;
DOBOSH, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) :3396-3411
[3]   pH-controlled translocation of NiII within a ditopic receptor bearing an appended anthracene fragment:: a mechanical switch of fluorescence [J].
Amendola, V ;
Fabbrizzi, L ;
Mangano, C ;
Pallavicini, P ;
Perotti, A ;
Taglietti, A .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (02) :185-189
[4]   Steric and electronic limitations for the Dotz benzannulation of aromatic alkynes [J].
Anderson, JC ;
Cran, JW ;
King, NP .
TETRAHEDRON LETTERS, 2002, 43 (21) :3849-3852
[5]  
ANH NT, 1978, J AM CHEM SOC, V100, P110
[6]  
Balzani V, 2000, ANGEW CHEM INT EDIT, V39, P3348, DOI 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO
[7]  
2-X
[8]   Regioselective synthesis of substituted o-alkoxyphenol derivatives through thermal benzannulation of Fischer (Alkenylcyclobutenyl)carbene complexes [J].
Barluenga, J ;
Aznar, F ;
Palomero, MA .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :537-544
[9]  
Barluenga J, 2002, CHEM-EUR J, V8, P4149, DOI 10.1002/1521-3765(20020916)8:18<4149::AID-CHEM4149>3.0.CO
[10]  
2-R