Reaction of 3,4-difluoropyrrole with the labile triosmium cluster [Os3(CO)10(CH3CN)2] affords products in which C–H, N–H and C–F bonds are cleaved under mild conditions. C–H and N–H bonds are cleaved to give [Os3H(NCCFCFCH2)(CO)10] (1) a non-aromatic stabilised form of 3,4-difluoropyrrole. Thermolysis of 1 affords in moderate yields the compounds [Os3H2(CCCFCHNH)(CO)9] (2) and [Os3H2(NCHCFCFC)(CO)9] (3). For compound 3, C–H and N–H bonds are cleaved with concomitant migration of H atoms to the metal framework. In contrast, for compound 2 activation of C–H and C–F bonds leads to coordination of the ligand through the carbon atoms, acting as a four-electron donating species.

Non-aromatic stabilised form of 3,4-difluoropyrrole at triosmium clusters: N–H and C–H versus C–F activation

CHIEROTTI, Michele Remo;GOBETTO, Roberto;
2009-01-01

Abstract

Reaction of 3,4-difluoropyrrole with the labile triosmium cluster [Os3(CO)10(CH3CN)2] affords products in which C–H, N–H and C–F bonds are cleaved under mild conditions. C–H and N–H bonds are cleaved to give [Os3H(NCCFCFCH2)(CO)10] (1) a non-aromatic stabilised form of 3,4-difluoropyrrole. Thermolysis of 1 affords in moderate yields the compounds [Os3H2(CCCFCHNH)(CO)9] (2) and [Os3H2(NCHCFCFC)(CO)9] (3). For compound 3, C–H and N–H bonds are cleaved with concomitant migration of H atoms to the metal framework. In contrast, for compound 2 activation of C–H and C–F bonds leads to coordination of the ligand through the carbon atoms, acting as a four-electron donating species.
2009
362
1
291
294
http://www.sciencedirect.com/science/article/pii/S0020169308001990
Triosmium clusters; 3; 4-Difluoropyrrole; C–F activation
Alejandro J. Arce; Michele R. Chierotti; Ysaura De Sanctis; Roberto Gobetto; Teresa González; Rubén Machado; Manuel Márquez
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/63653
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