Insight into the Formation of Highly Strained [1]Ferrocenophanes with Boron in Bridging Position

作者: Hridaynath Bhattacharjee , Jonathon D. Martell , Elaheh Khozeimeh Sarbisheh , Saeid Sadeh , J. Wilson Quail

DOI: 10.1021/ACS.ORGANOMET.6B00388

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摘要: Four planar-chiral, enantiomerically pure ferrocene dibromides (3R1R2; [(CHR1R2)BrH3C5]2Fe) equipped with two CHR1R2 groups in α position to bromine were synthesized. From the four C2 symmetrical species, are already known [CHR1R2 = CHMe2 (3MeMe), CHEt2 (3EtEt)] and new compounds R-CHEtMe (3EtMe), S-CHMeEt (3MeEt)]. The 3R1R2 situ converted into dilithio derivatives reacted Cl2BNiPr2 resulting mixtures of bora[1]ferrocenophanes (4R1R2) 1,1′-bis(boryl)ferrocenes (5R1R2). aim this investigation was test hypothesis that alkyl group is oriented approximately perpendicular Cp ring, i.e., R2, affects outcome salt-metathesis reaction. obtained product ratios 4R1R2:5R1R2 determined by 1H NMR spectroscopy revealed systems same R2 gave similar (1.0:0.51 1.0:0.49 for Me; 1.0:0.30 1.0:0.27 Et), confirming hypothesis. Shown DFT calc...

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