The solid-and the 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, Giuseppe Agostino; Vasapollo, Giuseppe; HURSTHOUSE M., B; Malik, K. M. A.

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2-Nitrosopyridine, 1, 3-methyl-2-nitrosopyridine, 2, and 4-methyl-2-nitrosopyridine, 3, exist in org. solvents as monomer-azodioxy dimer equil. with the dimers predominating at ambient temps. In the case of compds. 1 and 3 only the Z-dimers co-exist with the monomers, whereas for compd. 2 both Z- (major) and E- (minor) dimers are present with the monomer. Variable temp. 1H NMR bandshape anal. and 2D-EXSY spectra of 1-3 provided thermodn. and kinetic data for the dissocn. equil. Z- (or E-) dimer .dblharw. 2 monomer, ΔH values being in the range 53-58 kJ mol-1 and ΔG ‡ (298.15 K) values in the range 70-82 kJ mol-1. An X-ray crystal structure of 1 identified the compd. as a Z-dimeric species with the two pyridine rings twisted by 62.7° and their heterocyclic N atoms pointing towards each other.

Titolo:	The solid-and the Solution-State Structures of 2-Nitrosopyridine and its 3- and 4- Methyl derivatives
Autori:	GOWENLOCK B. G. MAIDMENT M. J ORRELL K. G. SIK V MELE, Giuseppe Agostino VASAPOLLO, Giuseppe HURSTHOUSE M. B MALIK K. M. A. mostra contributor esterni nascondi contributor esterni
Data di pubblicazione:	2000
Rivista:	PERKIN 2
Abstract:	2-Nitrosopyridine, 1, 3-methyl-2-nitrosopyridine, 2, and 4-methyl-2-nitrosopyridine, 3, exist in org. solvents as monomer-azodioxy dimer equil. with the dimers predominating at ambient temps. In the case of compds. 1 and 3 only the Z-dimers co-exist with the monomers, whereas for compd. 2 both Z- (major) and E- (minor) dimers are present with the monomer. Variable temp. 1H NMR bandshape anal. and 2D-EXSY spectra of 1-3 provided thermodn. and kinetic data for the dissocn. equil. Z- (or E-) dimer .dblharw. 2 monomer, ΔH values being in the range 53-58 kJ mol-1 and ΔG ‡ (298.15 K) values in the range 70-82 kJ mol-1. An X-ray crystal structure of 1 identified the compd. as a Z-dimeric species with the two pyridine rings twisted by 62.7° and their heterocyclic N atoms pointing towards each other.
Handle:	http://hdl.handle.net/11587/111794
Appare nelle tipologie:	Articolo pubblicato su Rivista

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