TY - JOUR
T1 - Synthesis and characterization of tricarbonyl(trimethylenemethane)iron complexes
T2 - Crystal structure of (2-methylene-6-p-nitro-benzoyloxy-heptan-1,3-diyl)Fe(CO)3
AU - Donaldson, William A.
AU - Cushnie, Charles D.
AU - Guo, Shu
AU - Kramer, Mark J.
AU - Bennett, Dennis W.
N1 - Funding Information:
Financial support for this work was provided by the National Institutes of Health (GM-42641). High-resolution mass-spectral determinations were made at the Nebraska Center for Mass Spectrometry.
PY - 1997
Y1 - 1997
N2 - A series of substituted tricarbonyl(trimethylenemethane)-iron complexes were prepared by functionalization of (3-butenyltrimethylenemethane)Fe(CO)3 (3) or (formyltrimethylenemethane)Fe(CO)3 (14). The products are characterized by 1H and 13C-n.m.r., i.r. and high resolution mass spectroscopy. In addition, the X-ray diffraction analysis of one of these derivatives (13a) was accomplished. Reactions of (3), which introduce a new chiral centre, occur in a non-diastereoselective fashion, while reactions of (14) that introduce a new chiral centre proceed with good diastereoselectivity. The remote nature of the reactive functionality and the (TMM)Fe(CO)3 group is responsible for the lack of diastereoselectivity for (3). The present work demonstrates the robust nature of the (TMM)Fe(CO)3 fragment, embodied in its resistance toward oxidation, and to attack by nucleophiles.
AB - A series of substituted tricarbonyl(trimethylenemethane)-iron complexes were prepared by functionalization of (3-butenyltrimethylenemethane)Fe(CO)3 (3) or (formyltrimethylenemethane)Fe(CO)3 (14). The products are characterized by 1H and 13C-n.m.r., i.r. and high resolution mass spectroscopy. In addition, the X-ray diffraction analysis of one of these derivatives (13a) was accomplished. Reactions of (3), which introduce a new chiral centre, occur in a non-diastereoselective fashion, while reactions of (14) that introduce a new chiral centre proceed with good diastereoselectivity. The remote nature of the reactive functionality and the (TMM)Fe(CO)3 group is responsible for the lack of diastereoselectivity for (3). The present work demonstrates the robust nature of the (TMM)Fe(CO)3 fragment, embodied in its resistance toward oxidation, and to attack by nucleophiles.
UR - http://www.scopus.com/inward/record.url?scp=0442267657&partnerID=8YFLogxK
U2 - 10.1023/A:1018521009872
DO - 10.1023/A:1018521009872
M3 - Article
AN - SCOPUS:0442267657
SN - 0340-4285
VL - 22
SP - 592
EP - 596
JO - Transition Metal Chemistry
JF - Transition Metal Chemistry
IS - 6
ER -