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• W1984345793 endingPage "5263" @default.
• W1984345793 startingPage "5263" @default.
• W1984345793 abstract "The [3 + 2] and [3 + 3] cyclodimerisation processes of small nitrile oxides, XCNO (X = F, Cl, Br, CN, CH3) are investigated by ab initio coupled cluster theory at the CCSD, CCSD(T) and MR-AQCC levels for the first time. The favoured dimerisation process is a multi-step reaction to furoxans (1,2,5-oxadiazole-2-oxides) involving dinitrosoalkene-like intermediates with diradical character. The rate determining step for all but the F-species is the first, corresponding to the C–C bond formation. The kinetic energy barrier depends on the nature of the substituent X, generally increasing with decreasing electronegativity and increasing π-donor ability of the substituent: F (ΔG298 = 0 kJ mol−1) < Cl (72) < Br (90) < CH3 (104) < CN (114) (MR-AQCC(2,2)//UB3LYP/cc-pVTZ). Following initial C–C bond formation, three possible dinitrosoethylene diradical pathways are explored. Two of them are new, and one of them is a low-energy three-step path with implications for cycloreversion, tautomerism and detection of dinitrosoethylene intermediates. Alternative one-step, concerted [3 + 2] and [3 + 3] cyclodimerisation processes leading to 1,2,4-oxadiazole-4-oxides and 1,4,2,5-dioxadiazines have kinetic energy barriers around 100–240 kJ mol−1 (CCSD//B3LYP), some 1.6 to 2.5 times higher than those leading to furoxans, supporting the experimental observations of furoxan formation as nitrile oxide loss channels during storage, trapping/re-vaporisation and reactions of nitrile oxides. Potential polymerisation initiation processes for NCCNO, involving the 1,2-dipolar NC substituent are also explored." @default.
• W1984345793 created "2016-06-24" @default.
• W1984345793 creator A5008383527 @default.
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• W1984345793 date "2009-01-01" @default.
• W1984345793 modified "2023-10-18" @default.
• W1984345793 title "Dimerisation of nitrile oxides: a quantum-chemical study" @default.
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• W1984345793 cites W1988896607 @default.
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• W1984345793 doi "https://doi.org/10.1039/b823406j" @default.
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