Formation of (vinyl-ferrocenyl)stibines involving β-elimination: Hypervalent Sb–N bonding
摘要:
Unusual syntheses of vinyl substituted ferrocenylstibines viz. diphenyl(2-vinylferrocenyl) stibine (2) and iodo-(N, N-dimethylamino-ethylferrocenyl)(2-vinylferrocenyl)stibine (4) involving beta-elimination, are reported. Stibines Ph(2)SbFc (1) or FC2SbCl (3) containing dimethylaminoethyl-pendant arm on a ferrocenyl ring on reaction with MeI gives vinyl substituted ferrocenylstibines. All the new stibines were characterized by IR, mass, H-1, C-13, COSY, HETCOR NMR spectroscopy. The structures of all of these 1,2-disubstituted ferrocenylstibines were determined by X-ray diffraction analyses. The compounds 3 and 4 show hypervalent bonding between the antimony and nitrogen atoms giving 6 and 5 coordinated antimony, respectively. This is the first report on ferrocenylstibines containing a vinyl group in their framework. (c) 2007 Elsevier B.V. All rights reserved.
First ferrocenylstibines and their molecular structures
摘要:
Stibines Ph(2)SbFc containing the pendant arm [2-(Me2NCHR)] [where R = H(1) or Me(2)] on ferrocenyl ring were synthesized, and reaction of (1) with CH3I was carried out to obtain the monoammonium salt {[2-(Me3N+CH2)Fc]) SbPh2[I](-). All new stibines have been characterized by various physicochernical techniques. The structures of all these 1,2-disubstituted ferrocenylstibines were determined by X-ray diffraction analyses. This is the first report on the stibines containing disubstituted ferrocenyl group and it is worth mentioning that even monosubstituted ferrocenylstibines are virtually unknown. Heterobimetallic stibine (1) does not show intramolecular Sb-N interactions while the stibine (2) is stabilized by intramolecular Sb-N interactions. (c) 2005 Elsevier B.V. All rights reserved.