The solid- and solution-state structures of 2-nitrosopyridine and its 3-and 4-methyl derivatives
Gowenlock, B. G., Maidment, M. J., Orrell, K. G., Sik, V., Mele, G., Vasapollo, G., Hursthouse, M. B. and Malik, K. M. A. (2000) The solid- and solution-state structures of 2-nitrosopyridine and its 3-and 4-methyl derivatives. Journal of the Chemical Society, Perkin Transactions 2, (11), 2280-2286. (doi: 10.1039/b004270f).
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Description/Abstract
2-Nitrosopyridine, 1, 3-methyl-2-nitrosopyridine, 2, and 4-methyl-2-nitrosopyridine, 3, exist in organic solvents as monomer-azodioxy dimer equilibria with the dimers predominating at ambient temperatures. In the case of compounds 1 and 3 only the Z-dimers co-exist with the monomers, whereas for compound 2 both Z- (major) and E- (minor) dimers are present with the monomer. Variable temperature H-1 NMR bandshape analysis and 2D-EXSY spectra of 1-3 provided thermodynamic and kinetic data for the dissociation equilibria Z- (or E-) dimer reversible arrow 2 monomer, DeltaH(empty set) values being in the range 53-58 kJ mol(-1) and DeltaG double dagger (298.15 K) values in the range 70-82 kJ mol(-1). An X-ray crystal structure of 1 identified the compound as a Z-dimeric species with the two pyridine rings twisted by 62.7 degrees and their heterocyclic N atoms pointing towards each other.
| Item Type: | Article |
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| Related URLs: | |
| Keywords: | crystal-structures, c-nitrosobenzenes, nitroso group, nitrosopyrazoles, trans, cis |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 18913 |
| Date Deposited: | 21 Dec 2005 |
| Last Modified: | 01 Jun 2011 16:06 |
| Contributors: | Gowenlock, B. G. (Author) Maidment, M. J. (Author) Orrell, K. G. (Author) Sik, V. (Author) Mele, G. (Author) Vasapollo, G. (Author) Hursthouse, M. B. (Author) Malik, K. M. A. (Author) |
| Date: | 2000 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/18913 |
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