Tetraphosphacyclobutadiene as Complex Ligand

✍ Scribed by Prof. Dr. Otto J. Scherer; Dipl.-Chem. Jürgen Vondung; Dr. Gotthelf Wolmershäuser

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: English
• Weight: 376 KB
• Volume: 28
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.198913551

✦ Synopsis

To obtain Diels-Alder adducts with even higher rates of cycloreversion, we synthesized the adduct of benzene with the h side of naphthalene in an analogous way; the precursor was the tetracycle 13. By cycloaddition of anhydride 4 to a stereoisomeric mixture of 8,9-dichlorobicyclo[4.2.0]octadiene 10, we obtained adducts 11; two further double bonds were introduced by electrolytic bisdecarboxylation and dechlorination with sodium in ammonia. Treatment of the resulting hexacyclic compound 12 with D D Q led to aromatization. Finally, photolysis of the o-chloranil adduct removed the cyclobutene ring to give 13. c'm CI 10 _c +4 CI F-CI + ! 12 d ! ! 13