Carbon as Leaving Group—Stereochemistry of nucleophilic Substitution

✍ Scribed by Prof. Dr. Wolfgang Kirmse; Dr. Klaus Zander

• Publisher: John Wiley and Sons
• Year: 1988
• Tongue: English
• Weight: 467 KB
• Volume: 27
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.198815381

✦ Synopsis

intensity, are identical with those observed for the complex [((C5Me5)(CO),Fe}P(Cr(CO)5]=PAryl][9~ and the complex (5, 2 H, aryl). El-MS: m / z 390 (M').

4-6:

A solution of 1 (1.40 g, 3.30 mmol) [7] in T H F (30 mL) at 0°C was treated with 2 (1.29 g, 3.30 mmol), resulting in a spontaneous change in color from red-brown to dark green. The reaction mixture was stirred for an additional 5 min at 20°C and then evaporated to dryness. The solution of the 5.3g (24%) 2. ' H NMR: 6= 1-15 (s, 9H,p-6Bu), 1.51 (s, ISH, o-IBu), 7.44 residue in 20 m L of ether afforded red-violet crystals of 4 at -28°C (0.14 g, lO%). 'H NMR: 6= 1.39 (s, 9H,p-tBu), 1.53 (s, 15H, C5Me5), 1.67 (5, ISH, C5Me5), 1.98 (s, 18H, o-tBu), 7.35 (s, 2H, aryl). "PI'HJ NMR (AB spectrum): 6 ~= 6 . 4 ( P 1 ) , 6n=40.6 (P2), J(AB)=227 Hz. IR (CO). 6=1994(m), 1988 (s), 1948 (s), 1945 (5) c m -' . €1-MS: m/z 876 (Mo). On concentration of the mother liquor to ca. 15 mL, 0.07 g (5Oh) of 5, m.p. 157°C (dec.), was obtained.