Photodimerization of anthracene derivatives in their neat solid state and in solid molecular compounds

CrystEngComm ◽  
2011 ◽  
Vol 13 (13) ◽  
pp. 4376 ◽  
Author(s):  
I. Zouev ◽  
Den-Ke Cao ◽  
T. V. Sreevidya ◽  
M. Telzhensky ◽  
M. Botoshansky ◽  
...  
CrystEngComm ◽  
2019 ◽  
Vol 21 (20) ◽  
pp. 3127-3136 ◽  
Author(s):  
Tommaso Salzillo ◽  
Aldo Brillante

The photochemical reactions of anthracene derivatives have been reviewed by means of a micro-Raman technique, monitoring at the same time and on the very same spot, the molecular (intramolecular vibrations) and the lattice (intermolecular vibrations) transformations.


1961 ◽  
Vol 39 (6) ◽  
pp. 1214-1220 ◽  
Author(s):  
Paul A. Giguère ◽  
David Chin

The infrared spectra of trimethylamine oxide, its hydrate, and its hydrochloride in the solid state were measured over the range 300 to 3500 cm−1 to ascertain the nature of the bonds in these compounds. From the observed stretching frequencies, 937 cm−1 for N—O and 945 cm−1 for C—N, the corresponding bond lengths are calculated to be 1.44 and 1.50 Å in agreement with X-ray and electron diffraction data. Both these frequencies remain unchanged in the hydrate and the hydrochloride as could be expected for molecular compounds. However, in the hydrochloride most of the evidence points to an ionic constitution. In both the hydrate and the hydrochloride the hydrogen bonds are particularly strong presumably because of the formal charges.


2011 ◽  
Vol 66 (5) ◽  
pp. 449-458
Author(s):  
Eva-Maria Zerbe ◽  
Christoph Wölper ◽  
Peter G. Jones

We report the crystal structures of five amine-complexed silver(I) disulfonylamides of composition L2AgX (L = secondary amine, X = disulfonylamide anion) [1: bis(2,2,6,6-tetramethylpiperidine)- silver(I) dimesylamide, 2: bis(2,2,6,6-tetramethylpiperidine)(1,1,3,3-tetraoxo-1,3,2-benzodithiazolido) silver(I), 3: bis(diethylamine)(dimesylamido)silver(I), 4: bis(diethylamine)silver(I) 1,1,3,3-tetraoxo- 1,3,2-benzodithiazolide, 5: bis(dicyclohexylamine)silver(I) 1,1,3,3-tetraoxo-1,3,2-benzodithiazolide]. In the solid state 1, 4 and 5 are ionic compounds, whereas 2 and 3 appear to be molecular, but with long Ag-Ndisulfonylamide bonds (ca. 2.5 Å ), almost linear Namine-Ag-Namine bond angles (171, 158°) and S-N bond lengths more typical of purely ionic disulfonylamides. The packing of these complexes is governed by the formation of chains via motifs of Ag・ ・ ・O contacts and classical hydrogen bonds. The interaction motifs vary slightly depending on the steric demand of the amine substituents. For the molecular compounds, either new motifs appear (3) or intramolecular classical hydrogen bonds are formed, and linear arrays of molecules are generated by non-classical hydrogen bonds (2)


Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 3041-3047 ◽  
Author(s):  
Norbert Mitzel ◽  
Philipp Niermeier ◽  
Jan-Hendrik Lamm ◽  
Marvin Linnemannstöns ◽  
Beate Neumann ◽  
...  

Starting from 10-bromo-1,8-dichloroanthracene, a series of 1,8-dichlorinated anthracene derivatives, flexibly bridged in position 10 by –Me2Si– and –Me2Si–(CH2) n –SiMe2– linker units, were synthesised. The linked anthracenes were generated by converting (1,8-dichloroanthracen-10-yl)lithium with chlorosilanes in salt-elimination reactions. The bichromophors were tested in UV light induced photo reactions. None of the new compounds yielded any intra- or intermolecular photoproduct. All α,ω-(dimethylsilyl)alkane-linked bisanthracenes decomposed to give 1,8-dichloro-9-hydroxyanthracen-10(9H)-one in the presence of oxygen. A completely different behaviour was shown by the bisanthracenyldimethylsilane, undergoing a 9,10:3′,4′-photocyclomerisation reaction. The new compounds were characterised by NMR spectroscopy, mass spectrometry and in most cases by X-ray diffraction studies.


2018 ◽  
Vol 6 (48) ◽  
pp. 13257-13260 ◽  
Author(s):  
Jinfeng Li ◽  
Lei Zheng ◽  
Lingjie Sun ◽  
Chenguang Li ◽  
Xiaotao Zhang ◽  
...  

Two new anthracene derivatives were designed and synthesized. Ant-Th-Ph and Ant-ThPh show high single crystal mobilities of 1.1 cm2 V−1 s−1 and 4.7 cm2 V−1 s−1. Moreover, strong solid state emission was determined to be 36.52% and 33.32% for Ant-Th-Ph and Ant-ThPh respectively.


2016 ◽  
Vol 4 (16) ◽  
pp. 3621-3627 ◽  
Author(s):  
Jie Liu ◽  
Weigang Zhu ◽  
Ke Zhou ◽  
Zongrui Wang ◽  
Ye Zou ◽  
...  

2,6-Di-pyridyl substituted anthracene derivatives for use as emissive charge transport materials.


Synthesis ◽  
2018 ◽  
Vol 51 (07) ◽  
pp. 1623-1632
Author(s):  
Norbert Mitzel ◽  
Philipp Niermeier ◽  
Jan-Hendrik Lamm ◽  
Jan-Hendrik Peters ◽  
Beate Neumann ◽  
...  

Several 1,8,10-functionalised anthracene derivatives and a couple of 1,8,9-functionalised anthracene analogous, bearing alkynyl substituents at positions 1 and 8 were synthesised and their photochemistry investigated in UV irradiation experiments. Almost all compounds could be converted into their 9,10:10′,9′-head-to-tail photodimers completely excluding the formation of the corresponding head-to-head isomers. Working under non-inert conditions led to formation of endoperoxides in some cases. Furthermore, a non-classical [4π+2π] photodimer was obtained from 1,8,10-tris[(trimethylsilyl)ethynyl]anthracene with one of the alkynyl substituents involved in the photoreaction. The 1H and 13C NMR spectra of all classical and non-classical photodimers were compared with those of the endoperoxides identifying characteristic shifts for the atoms at positions 9 and 10. Moreover, solid-state structures were determined for one or more of each representative.


1990 ◽  
Vol 180 ◽  
Author(s):  
S. Dhingra ◽  
M. G. Kanatzidis

ABSTRACTThe use of several soluble metal polychalcogenides to prepare solid state materials is presented. Thermal gravimetric analysis (TGA) data, under inert atmosphere, of the molecular compounds (Ph4P)2[Cd(Se4)2], (Ph4P)4[Cu2Se14], (Ph4P)2[Cu4Se12], (Ph4P)4[In2Se21] and (Et4N)3[M3Se15], (M=In, TI), show that the corresponding binary solid state compounds are formed as single phases at temperatures as low as 530°C. We have grown films of CdSe, Cu2-xSe, β-In2Se3, TISe and CuInSe2 using these complexes as precursors. The films were prepared by pyrolysis of green precursor films, cast from DMF solutions. CuInSe2 was prepared by co-thermolysis of Cu/Sex and In/Sex complexes. The chemical, X-ray, spectroscopic and electron microscopic characterization of these molecular precursor-derived films as well as their charge transport characterization is reported.


2011 ◽  
Vol 22 (5) ◽  
pp. 1105-1112 ◽  
Author(s):  
Thekku Veedu Sreevidya ◽  
Gilad Golden ◽  
Noam Saper ◽  
Jared Feldman ◽  
Mark Botoshansky ◽  
...  

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