Radiation-induced C—C bond cleavage in 1,2-diarylethanes as model compounds of coal. Part 1.—Pulse and steady-state radiolysis of 1,2-di(1-naphthyl)ethane

1990 ◽  
Vol 86 (2) ◽  
pp. 311-319 ◽  
Author(s):  
Matthias W. Haenel ◽  
Udo-Burckhard Richter ◽  
Sonja Solar ◽  
Nikola Getoff
1995 ◽  
Vol 50 (3) ◽  
pp. 303-311 ◽  
Author(s):  
Matthias W Haenel ◽  
Udo-Burckhard Richter ◽  
Sonja Solar ◽  
Nikola Getoff

1,2-Di(9-anthryl)ethane (1,2-DAE) was used as a model for coal to study the C -C bond cleavage of the ethano linkage in the radiolysis of solutions containing NaAlH2(OCH2CH2OCH3)2 [NaAlH2(OR)2]. Transient species were investigated by pulse radiolysis of solutions of 1,2-DAE in THF, DME and toluene in the absence and the presence of NaAlH2(OR)2. In the presence of NaAlH2(OR)2 stabilized, long-lived radical anion/sodium cation pairs of 1,2-DAE were generated even in the non-polar solvent toluene. The reaction mechanisms differ substantially for solutions in the ether solvents (THF or DME) and for solutions in toluene. Steady-state radiolysis (60Co γ-rays) of solutions of 1,2-DAE in toluene containing NaAlH2(OR)2 resulted in the C -C bond cleavage of the ethano linkage. This is attributed to the unstable dianion (1,2-DAE2-, 2Na+) formed in two successive radiation- induced reductions via (1,2-DAE∙- , Na+). The resulting (9-anthryl)methyl carbanionic fragments C14H9CH2-, Na+ react with AlH(OR)2 generated in the process, to form the aluminate salts [C14H9CH2AlH(OR)2-, Na+]. From the aluminate salts, 9-methylanthracene (9- MA) was obtained by hydrolysis in yields up to 65 wt.%.


Tetrahedron ◽  
1993 ◽  
Vol 49 (43) ◽  
pp. 9689-9698 ◽  
Author(s):  
Claudio A. Chuaqui ◽  
Srinivasan Rajagopal ◽  
Andras Kovács ◽  
Terry Stepanik ◽  
John Merritt ◽  
...  

2021 ◽  
Author(s):  
Soichi Shirai ◽  
Shinji Inagaki

Practical strategies for suppressing Si–C cleavage during the polycondensation of organosilanes were presented based on ab initio quantum chemical calculations of model compounds.


2001 ◽  
Vol 56 (6-7) ◽  
pp. 452-458
Author(s):  
Irina Petkova ◽  
Apostolos J. Maroulis ◽  
Constantina Hadjiantoniou-Maroulis ◽  
Peter Nikolov

Abstract The objective of this report is to investigate the steady state and dynamic photophysical and photochemical properties of 1-(N,N-bisacyl)amino-4,5-diphenyl-1,2,3-triazoles in solvents of dif­ferent polarity at room temperature and in frozen matrix at 77 K. On the basis of the comparison of their UV absorption and luminescence spectra with those of 4,5-diphenyl-1,2,3-triazole and diben-zamide (model compounds), cleavage of the N-N bond in the title compounds after irradiation with polychrome UV light is proved.


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