4.3 Article

Efficient diastereoselective synthesis of chiral diferrocenylphosphine-diamines: X-ray crystal structure of [(eta(5)-C5H5)Fe{(eta(5)-C5H3)PPh2CH(CH3) N(CH2)(2)(CH2)(2)NCH(CH3)PPh2 (eta(5)-C5H3)}Fe(eta(5)-C5H5)]

期刊

SYNTHETIC COMMUNICATIONS
卷 35, 期 18, 页码 2401-2408

出版社

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910500189510

关键词

crystal structure; diamine; diferrocenylphosphine-diamines; planar chirality; synthesis

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Three novel chiral planar diferrocenylphosphine-diamines 5(a-c) were designed and synthesized starting with(s)-( -)-N,N-dimethyl-1-ferrocenylethylamine-1 [(S)-1]. All new compounds were identified by H-1 NMR and MS. The structure of chiral diferrocenylphosphine-diamine 5c was determined by X-ray crystallography. Single crystal X-ray diffraction analysis reveals that the molecular structure of compound 5c [(eta(5)-C5H(5))Fe ((eta(5)-C5H3)PPh2CH(CH3) N(CH2)(2)(CH2)(2)NCH(CH3) PPh2-(eta(5)-C5H3))Fe(eta(5)-C5H5)] is enantiomerically pure and crystallizes in the noncentrosymmetric P2(1)2(1)2(1) space group; it maintains Z shape and contains a piperazine hexahydrate ring bridge. The piperazine ring adopts a favored chair conformation and the chiral center C23 and C29 substituents in S-configuration.

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