Reductive dimerization of tethered pyrenes: Implications for the reduction of polcyclic aromatic hydrocarbons

被引:13
作者
Aprahamian, I
Bodwell, GJ
Fleming, JJ
Manning, GP
Mannion, MR
Sheradsky, T
Vermeij, RJ
Rabinovitz, M [1 ]
机构
[1] Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel
[2] Mem Univ Newfoundland, Dept Chem, St Johns, NF A1B 3X7, Canada
关键词
aromaticity; cyclophanes; dimerization; NMR spectroscopy; polycyclic anions;
D O I
10.1002/anie.200351376
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyrene reduction revisited: A reductive has implications for the reduction of dimerization process is observed for pyrene itself. Various NMR methods can strained pyrene derivatives, which occurs be utilized to characterize the products through single-electron reduction with that result from such reactions. lithium metal (see scheme). This process has implications for the reduction of pyrene itself. Various NMR methods can be utilized to characterize the product that result from such reactions.
引用
收藏
页码:2547 / 2550
页数:4
相关论文
共 23 条
[1]  
Aprahamian I, 2002, ANGEW CHEM INT EDIT, V41, P1712, DOI 10.1002/1521-3773(20020517)41:10<1712::AID-ANIE1712>3.0.CO
[2]  
2-1
[3]   The great escape from antiaromaticity: Reduction of strained pyrenes [J].
Aprahamian, I ;
Bodwell, GJ ;
Fleming, JJ ;
Manning, GP ;
Mannion, MR ;
Sheradsky, T ;
Vermeij, RJ ;
Rabinovitz, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (07) :1720-1721
[4]  
Aprahamian I., 2002, ANGEW CHEM, V114, P1788
[5]  
APRAHAMIAN I, UNPUB
[6]  
BAUMGARTEN M, 1994, TOP CURR CHEM, V169, P1
[7]   FULVENES AND SUBSTITUTED FULVENES [J].
BERGMANN, ED .
CHEMICAL REVIEWS, 1968, 68 (01) :41-&
[8]  
Bodwell G. J., 1996, ANGEW CHEM, V108, P1418
[9]   Nonplanar aromatic compounds. 8. Paper 7 - Synthesis, crystal structures, and aromaticity investigations of the 1,n-dioxa[n](2,7)pyrenophanes. How does bending affect the cyclic π-electron delocalization of the pyrene system? [J].
Bodwell, GJ ;
Bridson, JN ;
Cyranski, MK ;
Kennedy, JWJ ;
Krygowski, TM ;
Mannion, MR ;
Miller, DO .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (06) :2089-2098
[10]   Nonplanar aromatic compounds. 3. A proposed new strategy for the synthesis of buckybowls. Synthesis, structure and reactions of [7]-, [8]- and [9] (2,7)pyrenophanes [J].
Bodwell, GJ ;
Fleming, JJ ;
Mannion, MR ;
Miller, DO .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17) :5360-5370