S(n)AR reactions with fluoroarene-Cr(CO)2L complexes, where L is a potential linker ligand for solid phase synthesis

Tetrahedron Letters

Volumn 39, Issue 42, 1998, Pages 7683-7686

  Semmelhack, M F ^a   Hilt, Gerhard ^a   Colley, Jeremy H ^a  

^a PRINCETON UNIVERSITY   (United States)

Author keywords

Fluoroarene chromium; Nucleophilic substitution; P(pyrrolyl)3; S(N)Ar

Indexed keywords

CHROMIUM; FLUORINE; LIGAND; PHOSPHINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRROLIDINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION KINETICS; COMPLEX FORMATION; ELECTRON TRANSPORT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION TIME; SOLID STATE; SYNTHESIS;

EID: 0032532226     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01720-1     Document Type: Article

References (19)

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4. -1), and are stable in the absence of a leaving group at the position. For a discussion, see reference 3.
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6. 3, the plot of ln (integral area) vs time gave a straight line with R = 0.99934 over 90% reaction (28 data points). The solvent was DMF and the arene complexes were typically at ca 0.05 M. In parallel preparative experiments, the yields were shown to be >95%.
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13. 2(NMeBn) 67%.
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17. 2, n-heptane) whereafter 2.98 g (92%) of the phosphine are obtained as colorless liquid.
18. 18 For a recent application, see: Chatterjee, S.; Pedireddi, V. R.; Rao, C. N. R. Tetrahedron Lett., 1998, 39, 2834.
19. 19 We wish to acknowledge financial support in the form of a BASF postdoctoral fellowship to GH.