Formation of a Toxic Dimerization Product of 3,4-Dichloroaniline by Lignin Peroxidase from Phanerochaete chrysosporium

✍ Scribed by Dr. Dietmar Helmut Pieper; Dr. Reinhard Winkler; Prof. Dr. Heinrich Sandermann Jr.

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 464 KB
• Volume: 31
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.199200681

✦ Synopsis

for the static y2-C,H, unit (6 = 11.59 and 10.96 for the major product, and 11.32 and 10.76 for the minor diastereomer). The formation of the diastereoisomeric complexes of 4 is readily explained by the presence of chelating chiral ligands in the coordination spheres of the tungsten centers. This leads to the further differentiation of the ordinarily enantiomeric (tris)acetylene skeletons of 5 a and 5b. These 5b I 5 a acetylene complexes are, to the best of our knowledge, the first examples of diastereomeric derivatives generated on the synthetically versatile w,(OR),] template.

Experimental Procedure l a : In a Schlenk flask (25 mL) [W,(OtBu),] (0.70 g, 0.87 mmol) was dissolved in toluene (12 mL). and then racemic binaphthol(O.50 g, 1.7 mmol) was slowly added. The solution was stirred for 12 h; a yellow powder precipitated after about 45 min. The solution was removed by syringe and the yellow powder was washed with cold toluene then dried (0.47g, 50% yield). 'H NMR (C,D,, 2OoC)6=7.91 (d, 4H,