Self-Assembly of a Water-Soluble Tricyclic Heterocycle into J-Type Rosette Nanotubes

2011 ◽  
Vol 1312 ◽  
Author(s):  
Gabor Borzsonyi ◽  
Rachel L. Beingessner ◽  
Takeshi Yamazaki ◽  
Jae-Young Cho ◽  
Andrew J. Myles ◽  
...  

ABSTRACTThe synthesis and self-assembly of a water-soluble, tricyclic, self-complementary heterocycle that features the hydrogen bond donor-acceptor arrays of both guanine (G) and cytosine (C) juxtaposed between a pyridine ring is presented. In solution, this tricycle, which has been termed xK1, self-assembles into Rosette Nanotubes (RNTs) that have an inner diameter of 1.4 nm. Unlike the RNTs formed from the bicyclic congener K1, we demonstrate that xK1 with its extended ð system, forms a J-type RNT assembly determined through UV-Vis, CD and fluorescence spectroscopy experiments. This observation brings the possibility of developing electrically conducting RNTs for applications in the areas of photovoltaics and molecular wires.

2013 ◽  
Vol 117 (39) ◽  
pp. 19991-20001 ◽  
Author(s):  
Julia Wack ◽  
Renée Siegel ◽  
Tim Ahnfeldt ◽  
Norbert Stock ◽  
Luís Mafra ◽  
...  

2012 ◽  
Vol 68 (10) ◽  
pp. m291-m294
Author(s):  
Andrey B. Lysenko

5-[4-(1,2,4-Triazol-4-yl)phenyl]-1H-tetrazole, C9H7N7, (I), an asymmetric heterobifunctional organic ligand containing triazole (tr) and tetrazole (tz) termini linked directly through a 1,4-phenylene spacer, crystallizes in the polar space groupPc. The heterocyclic functions, serving as single hydrogen-bond donor (tz) or acceptor (tr) units, afford hydrogen-bonded zigzag chains with no crystallographic centre of inversion. In the structure ofcatena-poly[[diaquacadmium(II)]bis{μ2-5-[4-(1,2,4-triazol-4-yl)phenyl]tetrazol-1-ido-κ2N1:N1′}], [Cd(C9H6N7)2(H2O)2]n, (II), the CdIIdication resides on a centre of inversion in an octahedral {N4O2} environment. In the equatorial plane, the CdIIpolyhedron is built up from four N atoms of two kinds, namely oftrans-coordinating tr and tz fragments [Cd—N = 2.2926 (17) and 2.3603 (18) Å], and the coordinating aqua ligands occupy the two apical sites. The metal centres are separated at a distance of 11.1006 (7) Å by means of the double-bridging tetrazolate anion,L−, forming a chain structure. The water ligands and tz fragments interact with one another, like a double hydrogen-bond donor–acceptor synthon, leading to a hydrogen-bonded three-dimensional array.


2005 ◽  
Vol 44 (10) ◽  
pp. 3380-3382 ◽  
Author(s):  
Stéphane A. Baudron ◽  
Narcis Avarvari ◽  
Patrick Batail

2021 ◽  
Author(s):  
Chriso Thomas ◽  
Emer Foyle ◽  
Samuel Walker ◽  
Nicholas White

The assembly of hydrogen bonded cages using amidinium∙∙∙carboxylate hydrogen bonding interactions was investigated. A new tris-amidinium hydrogen bond donor tecton based on a tetraphenylmethane scaffold was prepared and its self–assembly with the terephthalate anion studied, and a new tricarboxylate hydrogen bond acceptor tecton was synthesized and its assembly with the 1,3-benzenebis(amidinium) hydrogen bond donor explored. In both cases, molecular modelling indicated that the formation of the cages was geometrically feasible and 1H NMR spectroscopic evidence was consistent with interactions between the components in competitive d6- DMSO solvent mixtures. DOSY NMR spectroscopy of both systems indicated that both components diffuse at the same rate as each other, and diffusion coefficients were consistent with cage formation, and with the formation of assemblies significantly larger than the individual components. An X-ray crystal structure showed that one of the assemblies did not have the desired cage structure in the solid state


2007 ◽  
Vol 112 (Supplement) ◽  
pp. S-105-S-120 ◽  
Author(s):  
M. Kijak ◽  
I. Petkova ◽  
M. Toczek ◽  
G. Wiosna-Sałyga ◽  
A. Zielińska ◽  
...  

2019 ◽  
Vol 131 (12) ◽  
pp. 3974-3978 ◽  
Author(s):  
Chun‐Lin Deng ◽  
Jeremy P. Bard ◽  
Jessica A. Lohrman ◽  
Joshua E. Barker ◽  
Lev N. Zakharov ◽  
...  

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