Pyrazinedioxide–Tetracyanoethylene Arrays in the Solid State—New Donor–Acceptor Interaction for Crystal Engineering

1997 ◽  
Vol 36 (17) ◽  
pp. 1864-1866 ◽  
Author(s):  
Melinda L. Greer ◽  
Byron J. McGee ◽  
Robin D. Rogers ◽  
Silas C. Blackstock
2015 ◽  
Vol 17 (34) ◽  
pp. 22079-22089 ◽  
Author(s):  
Gopal Singh ◽  
Vandana Bhalla ◽  
Manoj Kumar

Reducing intermolecular donor–acceptor interactions through steric effects can prevent ACQ and lead to enhanced emission in the solid state.


1997 ◽  
Vol 38 (44) ◽  
pp. 7665-7668 ◽  
Author(s):  
Melinda L. Greer ◽  
Joseph R. Duncan ◽  
Janice L. Duff ◽  
Silas C. Blackstock

1978 ◽  
Vol 31 (7) ◽  
pp. 1623
Author(s):  
FHC Stewart

Nitrobenzyl esters of dimethylaminobenzoic acids are strongly coloured in the solid state but not in solution. The operation of electron donor-acceptor interaction within the crystal lattice is indicated. One of the compounds, o-nitrobenzyl m-dimethylaminobenzoate, formed two differently coloured polymorphic modifications.


2017 ◽  
Vol 95 (3) ◽  
pp. 315-319 ◽  
Author(s):  
Masahiko Iyoda ◽  
Hideyuki Shimizu ◽  
Shinobu Aoyagi ◽  
Hiroshi Okada ◽  
Biao Zhou ◽  
...  

π-Expanded oligothienylene macrocycle with a large inner cavity incorporates fullerenes such as methano[60]fullerene (C61H2) and [70]fullerene (C70) inside to form Saturn-like complexes. Although the oligothiophene macrocycle weakly interacts with fullerenes in solution, it forms stable Saturn-like fullerene complexes in the solid state. X-ray analysis of the Saturn-like complexes exhibited short contacts between the sulfur atoms of the oligothiophene macrocycle and fullerene carbons, which hinder the rotation of fullerenes. As a result, the non-covalent interaction between the oligothiophene macrocycle and fullerenes was employed in crystal structure determination of fullerenes. UV–vis–NIR spectra of the Saturn-like complexes showed weak donor–acceptor interaction between the oligothiophene macrocycle and fullerenes.


2014 ◽  
Vol 174 ◽  
pp. 297-312 ◽  
Author(s):  
Hayden T. Black ◽  
Huaping Lin ◽  
Francine Bélanger-Gariépy ◽  
Dmitrii F. Perepichka

The supramolecular structure of organic semiconductors (OSCs) is the key parameter controlling their performance in organic electronic devices, and thus methods for controlling their self-assembly in the solid state are of the upmost importance. Recently, we have demonstrated the co-assembly of p- and n-type organic semiconductors through a three-point hydrogen-bonding interaction, utilizing an electron-rich dipyrrolopyridine (P2P) heterocycle which is complementary to naphthalenediimides (NDIs) both in its electronic structure and H bonding motif. The hydrogen-bonding-mediated co-assembly between P2P donor and NDI acceptor leads to ambipolar co-crystals and provides unique structural control over their solid-state packing characteristics. In this paper we expand our discussion on the crystal engineering aspects of H bonded donor–acceptor assemblies, reporting three new single co-crystal X-ray diffraction structures and analyzing the different packing characteristics that arise from the molecular structures employed. Particular attention is given toward understanding the formation of the two general motifs observed, segregated and mixed stacks. Co-assembly of the donor and acceptor components into a single, crystalline material, allows the creation of ambipolar semiconductors where the mutual arrangement of p- and n-conductive channels is engineered by supramolecular design based on complementary H bonding.


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