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Nitrosobenzene cross-dimerization: Structural selectivity in solution and in solid state

Biljan, Ivana; Cvjetojević, Gorana; Smrečki, Vilko; Novak, Predrag; Mali, Gregor; Plavec, Janez; Babić, Darko; Mihalić, Zlatko; Vančik, Hrvoj (2010) Nitrosobenzene cross-dimerization: Structural selectivity in solution and in solid state. Journal of molecular structure, 979 (1-3). pp. 22-26. ISSN 0022-2860

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Abstract

Possibility of nitrosobenzenes to form dimeric molecular structures (azodioxides) is used as a model for intermolecular selectivity investigations in solution as well as in solid state. Cross-dimerization of different combinations of p- and m-substituted nitrosobenzene pairs was studied by variable temperature 1H NMR, solid-state NMR (CP MAS), IR, and ab initio calculations. It is evident that p-nitronitrosobenzene behaves nonselectively because it forms dimers with all the studied nitrosobenzene partners. In contrast, p-methoxynitrosobenzene in most cases does not form dimers. The evidence that ability to form dimers is different in solution than in the solid state can be explained by influence of molecular arrangements in the crystal lattice.

Item Type: Article
Uncontrolled Keywords: nitrosobenzenes; azodioxides; cross-dimerization selectivity
Subjects: NATURAL SCIENCES > Chemistry > Physical Chemistry
NATURAL SCIENCES > Chemistry > Organic Chemistry
Divisions: Division of Physical Chemistry
NMR Center
Projects:
Project titleProject leaderProject codeProject type
Reakcije organskih spojeva u čvrstom stanju: mehanizmi i supramolekulski inženje[91661] Vančik, Hrvoj119-1191342-1334MZOS
Interakcije i dizajn bioaktivnih molekula[176404] Novak, Predrag119-1191342-1083MZOS
Molekulsko modeliranje strukture i reaktivnosti organskih spojeva[41775] Mihalić, Zlatko119-1191342-1339MZOS
Spektroskopija NMR i modeliranje bioaktivnih molekula[76010] Plavšić, Dejan098-0982929-2917MZOS
Depositing User: Darko Babić
Date Deposited: 23 Oct 2012 14:00
Last Modified: 22 Jan 2014 14:54
URI: http://fulir.irb.hr/id/eprint/433
DOI: 10.1016/j.molstruc.2010.05.034

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