4.2 Article

SYNTHESIS OF OPTICALLY ACTIVE P-CHIROGENIC FERROCENE-FUSED BENZOPHOSPHOLE BY DIASTEREOSELECTIVE INTRAMOLECULAR CYCLIZATION OF PHOSPHANYLFERROCENE DERIVATIVES

Journal

HETEROCYCLES
Volume 78, Issue 12, Pages 3001-3010

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-09-11812

Keywords

Ferrocenophosphole; Optically Pure Phosphole; P-Chirogenic Phosphole; Palladium Complex; X-Ray Analysis

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology of Japan
  2. Hokuriku University

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A novel optically active P-chirogenic ferrocene-fused benzophosphole, (S(Fc),R(P))-4-phenylbenzo[b]ferroceno[d]phosphole, was synthesized by diastereoselective intramolecular cyclization of (S(Fc))-1-(diphenylphosphanyl)2-(2-lithiophenyl)ferrocene intermediates in two routes. The geometry of the new P-chirogenic ferrocenophosphole including absolute configuration of the phosphorous was disclosed by single crystal X-ray analysis of the palladium complex derived from the reaction of the phosphole with di-mu-dichloro-bis{2-[(dimethylamino)methyl]phenyl-C(1),N}dipalladium (II).

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