Photolysis of an asymmetrically substituted diazene in solution and in the crystalline state
In this work we study the product distribution in the steady state photolysis of a diazene, (1-biphenyl-4-yl-1-methyl-ethyl)-tert-butyl diazene, and a ketone, 2,4-bis(biphenyl-4-yl)-2,4-dimethyl-pentan-3-one, in the solid state and in solution. The two compounds yield 1-biphenyl-4-yl-1-methyl-ethyl...
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Royal Society of Chemistry
2009
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| LEADER | 10525caa a22009977a 4500 | ||
|---|---|---|---|
| 001 | PAPER-8575 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203822.0 | ||
| 008 | 190411s2009 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-68149150675 | |
| 024 | 7 | |2 cas |a biphenyl, 92-52-4; diamide, 10465-78-8 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a PPSHC | ||
| 100 | 1 | |a Hoijemberg, P.A. | |
| 245 | 1 | 0 | |a Photolysis of an asymmetrically substituted diazene in solution and in the crystalline state |
| 260 | |b Royal Society of Chemistry |c 2009 | ||
| 270 | 1 | 0 | |m Aramendía, P. F.; INQUIMAE and Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, UBA, Pabellón 2 Ciudad Universitaria 1428, Buenos Aires, Argentina; email: pedro@qi.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
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| 520 | 3 | |a In this work we study the product distribution in the steady state photolysis of a diazene, (1-biphenyl-4-yl-1-methyl-ethyl)-tert-butyl diazene, and a ketone, 2,4-bis(biphenyl-4-yl)-2,4-dimethyl-pentan-3-one, in the solid state and in solution. The two compounds yield 1-biphenyl-4-yl-1-methyl-ethyl (BME) radicals upon photolysis. The ketone yields two units of this radical, whereas the diazene yields one BME and one tert-butyl radical. Product analysis of the two compounds in solution makes it possible to differentiate their origin from their corresponding geminate cages, and from the different encounter pairs in the case of the asymmetrically substituted diazene photolysis. In this way we obtain a complete reaction scenery for the diazene, a compound with interesting features as a radical photoinitiator and as a cage effect probe in fluid media. The reaction in cages containing two BME radicals shows a decrease by a factor of 4 in the ratio of combination to disproportionation products upon going from the solid to the liquid phase. On the contrary, the reaction in cages containing a BME and a tert-butyl radical shows a 30-fold increase in combination to disproportionation ratio in liquid compared to the crystal. We analyze the reasons for these differences considering the differences in the reactivity of the radicals and in cage rigidity. © The Royal Society of Chemistry and Owner Societies 2009. |l eng | |
| 593 | |a INQUIMAE and Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, UBA, Pabellón 2 Ciudad Universitaria 1428, Buenos Aires, Argentina | ||
| 593 | |a Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095-1569, United States | ||
| 593 | |a Department of Chemistry, Oxford University, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA., United Kingdom | ||
| 593 | |a Transform Pharmaceuticals Inc., 29 Hartwell Ave., Lexington, MA 02421, United States | ||
| 690 | 1 | 0 | |a BIPHENYL |
| 690 | 1 | 0 | |a DIAMIDE |
| 690 | 1 | 0 | |a KETONE DERIVATIVE |
| 690 | 1 | 0 | |a RADICAL |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CHEMICAL REACTION KINETICS |
| 690 | 1 | 0 | |a CONTROLLED STUDY |
| 690 | 1 | 0 | |a CRYSTAL STRUCTURE |
| 690 | 1 | 0 | |a ENERGY |
| 690 | 1 | 0 | |a ENTROPY |
| 690 | 1 | 0 | |a LIQUID |
| 690 | 1 | 0 | |a PHOTOCHEMISTRY |
| 690 | 1 | 0 | |a PHOTOLYSIS |
| 690 | 1 | 0 | |a PRIORITY JOURNAL |
| 690 | 1 | 0 | |a SOLID STATE |
| 690 | 1 | 0 | |a SUBSTITUTION REACTION |
| 690 | 1 | 0 | |a TEMPERATURE |
| 700 | 1 | |a Karlen, S.D. | |
| 700 | 1 | |a Sanramé, C.N. | |
| 700 | 1 | |a Aramendía, P.F. | |
| 700 | 1 | |a García-Garibay, M.A. | |
| 773 | 0 | |d Royal Society of Chemistry, 2009 |g v. 8 |h pp. 961-969 |k n. 7 |p Photochem. Photobiol. Sci. |x 1474905X |t Photochemical and Photobiological Sciences | |
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