SYNTHESES OF A NEW CLASS OF DYES-COUPLING REACTIONS OF DIAZONIUM SALTS WITH 2- AND 3-ALKOXY-1,6-METHANO-[10]-ANNULENES

1983 ◽  
Vol 12 (5) ◽  
pp. 653-656 ◽  
Author(s):  
Richard Neidlein ◽  
Christoph Martin Radke ◽  
Reiner Gottfried
Tetrahedron ◽  
2013 ◽  
Vol 69 (46) ◽  
pp. 9761-9765 ◽  
Author(s):  
Ouissam El Bakouri ◽  
Martí Fernández ◽  
Sandra Brun ◽  
Anna Pla-Quintana ◽  
Anna Roglans

2008 ◽  
Vol 80 (3) ◽  
pp. 621-637 ◽  
Author(s):  
Rik R. Tykwinski ◽  
Mojtaba Gholami ◽  
Sara Eisler ◽  
Yuming Zhao ◽  
Frederic Melin ◽  
...  

During the past two decades, shape-persistent conjugated macrocycles with a broad spectrum of attributes and topologies have been synthesized. This includes macrocycles with remarkable electronic, optical, and supramolecular properties, as well as intriguing frameworks. Expanded radialenes are a class of conjugated shape-persistent macrocycles that arise from the formal insertion of acetylene units into a radialene framework. A related class of macrocycles, the expanded radiaannulenes, contains both endo- and exocyclic vinylene and vinylidene segments, respectively, and accordingly exhibits properties intermediate between radialenes and annulenes. Enyne building blocks have been developed that are suitable for forming a macrocyclic framework through a step-wise sequence of Pd-catalyzed cross-coupling reactions. This "building-block" approach allows us to explore a range of molecular architectures that will ultimately provide for an understanding of π-delocalization in these compounds. The synthesis and structural characterization of the first members of this new class of expanded radialenes and radiaannulenes are described.


1985 ◽  
Vol 40 (2) ◽  
pp. 193-198 ◽  
Author(s):  
Richard Neidlein ◽  
Reiner Gottfried ◽  
Alfred Gieren ◽  
Carsten-P. Kaerlein ◽  
Thomas Hübner

Abstract The syntheses of 5a-c by coupling reactions of 3-tert-butoxy-1,6-methano[10]annulene with different aryldiazonium salts as well as their spectroscopic properties are described; an X-ray structure analysis of 5c is reported.


Heterocycles ◽  
1984 ◽  
Vol 21 (2) ◽  
pp. 393 ◽  
Author(s):  
Richard Neidlein ◽  
C. M. Radke ◽  
R. Gottfried ◽  
Gg. Hartz ◽  
V. Poign仔
Keyword(s):  

2017 ◽  
Vol 4 (5) ◽  
pp. 804-810 ◽  
Author(s):  
Eyad A. Younes ◽  
Yuming Zhao

Pentacene-5,7,12,14-tetraone was subjected to selective olefination and cross-coupling reactions to yield a new class of pentacene-based π-conjugated systems with intriguing structural, electronic, and redox properties.


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