99365-10-3Relevant academic research and scientific papers
METALLORGANISCHE REAKTIONEN KONJUGIERTER AZOMETHINE. III. SYNTHESE UND STRUKTUR VON MONOAZADIENKOMPLEXEN DES NICKELS
Mueller, Christiane,Stamp, Lutz,Dieck, Heindirk tom
, p. 105 - 118 (1986)
At -20 deg C the ethylene in (C2H4)Ni2 is already substituted by 1-monoaza-1,3-dienes (MAD) C6H5CH=CHCH=NR (R=C6H5, C6H4-4-CH3, iso-C3H7) to yield, via polymer-type intermediates, complexes of the type (MAD)Ni(PR'3)2 (III, VIII).Under equally mi
One-pot synthesis of N-chloroacetyl 1-aminoalkyl phosphonates - Precursors of 4-phosphono-β-lactams
Moonen, Kristof,Stevens, Christian V.
, p. 3603 - 3612 (2007/10/03)
4-Phosphono-β-lactams are synthesized via a three-step sequence, including final formation of the C3-C4 bond through a phosphorus-stabilized carbanion. The chlorinated precursors can be synthesized via two different methods: a one-pot N-acylation of an aromatic imine followed by addition of a trialkyl phosphite or phosphonylation of a suitable imine followed by N-acylation in a separate reaction step. The former method was preferred because of the ease of the reaction and the good yields obtained. Georg Thieme Verlag Stuttgart.
Organic syntheses via transition metal complexes, XCl1. Dihydropyridinyl carbene complexes by [4 + 2] annulation of alkenyl- or aryl imines to (1-alkynyl) carbene complexes of chromium and tungsten
Aumann, Rudolf,Yu, Zhengkun,Froehlich, Roland
, p. 311 - 318 (2007/10/03)
Reaction of (1-alkynyl)carbene complexes (CO)5M=C(OEt)C≡CPh 1a,b (M = W, Cr) with alkenyl imine PhCH=CH-CH=N(i-Pr) 2 affords dihydropyridinyl carbene complexes 3 (by an overall 4 + 2 cycloaddition) and zwitterionic 1-azonia-5H-cycloheptatrien-3-yl carbonylmetalates 4 (by an overall 4 + 3 cycloaddition). The product ratio 3:4 is strongly influenced by steric demand of the metal unit as well as of the substrate. Thus, compounds 3 (generated by 4-addition of the imino function to the C≡C bond of 1a) are major products in case of M = W, whilst compounds 4 (generated by 2-addition of the imino function to 1b) are major products in case of M = Cr. Reaction of sterically congested imines, e.g. phenanthrene-9-carboximine 5, affords [4 + 2] cycloadducts, e.g. 6a,b as the only detectable products. Compounds 6 undergo hydrolysis on chromatography on silica gel and give a carbaldehyde 7. Crystal structures are reported of compounds 3a and 6a.
