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 title Project leader Project code Project type Reakcije organskih spojeva u čvrstom stanju: mehanizmi i supramolekulski inženje [91661] Vančik, Hrvoj 119-1191342-1334 MZOS Interakcije i dizajn bioaktivnih molekula [176404] Novak, Predrag 119-1191342-1083 MZOS Molekulsko modeliranje strukture i reaktivnosti organskih spojeva [41775] Mihalić, Zlatko 119-1191342-1339 MZOS Spektroskopija NMR i modeliranje bioaktivnih molekula [76010] Plavšić, Dejan 098-0982929-2917 MZOS
Depositing User:	Darko Babić
Date Deposited:	23 Oct 2012 14:00
URI:	http://fulir.irb.hr/id/eprint/433
DOI:	10.1016/j.molstruc.2010.05.034

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