Simultaneous Induction of Axial and Planar Chirality in Arene–Chromium Complexes by Molybdenum‐Catalyzed Enantioselective Ring‐Closing Metathesis. Issue 13 (12th February 2015)

• Record Type: Journal Article
• Authors: Kamikawa, Ken; Arae, Sachie; Wu, Wei‐Yi; Nakamura, Chihiro; Takahashi, Tamotsu; Ogasawara, Masamichi
• Is Part Of: Chemistry. Volume 21:Issue 13(2015)
• Page Start: 4954
• Page End: 4957
• Publication Date: 2015-02-12
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201500226
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The molybdenum‐catalyzed asymmetric ring‐closing metathesis of the various <italic>C_s</italic>‐symmetric (π‐arene)chromium substrates provides the corresponding bridged planar‐chiral (π‐arene)chromium complexes in excellent yields with up to &gt;99 % <italic>ee</italic>. With a bulky and unsymmetrical substituent, such as <italic>N</italic>‐indolyl or 1‐naphthyl, at the 2‐positions of the η⁶‐1, 3‐diisopropenylbenzene ligands, both biaryl‐based axial chirality and π‐arene‐based planar chirality are simultaneously induced in the products. The axial chirality is retained even after the removal of the dicarbonylchromium fragment, and the chiral biaryl/heterobiaryl compounds are obtained with complete retention of the enantiopurity.</p> </abstract>