New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene

Hoi-Lun Kwong; Wing-Leung Wong; Wing-Sze Lee; Leung-Shi Cheng; Wing-Tak Wong

doi:10.1016/S0957-4166(01)00431-1

Author(s)

Hoi-Lun Kwong
Wing-Leung Wong
Wing-Sze Lee
Leung-Shi Cheng
Wing-Tak Wong

Detail(s)

Original language	English
Pages (from-to)	2683-2694
Journal / Publication	Tetrahedron Asymmetry
Volume	12
Issue number	19
Publication status	Published - 30 Oct 2001

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DOI	DOI https://doi.org/10.1016/S0957-4166(01)00431-1 Final Published version
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Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-0035976081&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(d0766ac8-6ce2-4ce7-8fc3-b2aec42503e9).html

Abstract

A number of chiral C₂-symmetric 2,2′:6′,2″ terpyridines L₁-L₄ were synthesized in moderate to good yields from commercially available chiral materials. Copper(II) and rhodium(III) chloride complexes of these ligands were prepared in good yields. The Rh(L₂)Cl₃ complex was isolated as a yellow crystalline solid and characterized by X-ray crystallography. Both Cu(L)(OTf)₂ and Rh(L)(OTf)₃ were found to be active catalysts in the cyclopropanation of styrene with ethyl diazoacetate. Enantioselectivity up to 82% e.e. was observed. © 2001 Elsevier Science Ltd. All rights reserved.

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New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene. / Kwong, Hoi-Lun; Wong, Wing-Leung; Lee, Wing-Sze et al.
In: Tetrahedron Asymmetry, Vol. 12, No. 19, 30.10.2001, p. 2683-2694.

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

Kwong, H-L, Wong, W-L, Lee, W-S, Cheng, L-S & Wong, W-T 2001, 'New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene', Tetrahedron Asymmetry, vol. 12, no. 19, pp. 2683-2694. https://doi.org/10.1016/S0957-4166(01)00431-1

Kwong, H.-L., Wong, W.-L., Lee, W.-S., Cheng, L.-S., & Wong, W.-T. (2001). New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene. Tetrahedron Asymmetry, 12(19), 2683-2694. https://doi.org/10.1016/S0957-4166(01)00431-1

Kwong HL, Wong WL, Lee WS, Cheng LS, Wong WT. New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene. Tetrahedron Asymmetry. 2001 Oct 30;12(19):2683-2694. doi: 10.1016/S0957-4166(01)00431-1

Kwong, Hoi-Lun ; Wong, Wing-Leung ; Lee, Wing-Sze et al. / New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool : Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene. In: Tetrahedron Asymmetry. 2001 ; Vol. 12, No. 19. pp. 2683-2694.

New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool : Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene

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