Multivalent, Sulfur??Rich PyBox Asterisk Ligands in Asymmetric Metal Catalysis

C Aubert, C Dallaire, G Pèpe, E Levillain…

Index: Aubert, Catherine; Dallaire, Carol; Pepe, Gerard; Levillain; Felix, Guy; Gingras, Marc European Journal of Organic Chemistry, 2012 , # 31 p. 6145 - 6154

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Abstract

Abstract Multivalent PyBox asterisk ligand 1 and monovalent ligand 2 are reported. The innovative feature in 1 is a sulfur-rich persulfurated benzene core as a template joining six PyBox units in close proximity. An efficient persulfuration of C 6 Cl 6 with p- methoxybenzenethiol (95%,> 99% per C–S bond) and deprotection led to hexaphenol 4. Six O-arylations of 4 with Cl-PyBox 3 (94%,> 99% per C–O bond) provided 1. The electronic ...

Unexpected Differences in the α-Halogenation and Related Rea...

[Meyers, Cal Y.; Chan-Yu-King, Roch; Hua, Duy H.; Kolb, Vera M.; Matthews, Walter S.; Parady, Thomas E.; Horii, Toyokazu; Sandrock, Paul B.; Hou, Yuqing; Xie, Songwen Journal of Organic Chemistry, 2003 , vol. 68, # 2 p. 500 - 511]

Selective dealkylations of aryl alkyl ethers and thioethers ...

[Testaferri, L.; Tiecco, M.; Tingoli, M.; Chianelli, D.; Montanucci, M. Tetrahedron, 1982 , vol. 38, # 24 p. 3687 - 3692]

Hydroxyphenyl Alkyl Sulfides1

[Miller; Read Journal of the American Chemical Society, 1933 , vol. 55, p. 1224,1225]

Selective dealkylations of aryl alkyl ethers and thioethers ...

[Testaferri, L.; Tiecco, M.; Tingoli, M.; Chianelli, D.; Montanucci, M. Tetrahedron, 1982 , vol. 38, # 24 p. 3687 - 3692]

A multivalent PyBox asterisk ligand

[Aubert, Catherine; Dallaire, Carol; Gingras, Marc Tetrahedron Letters, 2008 , vol. 49, # 37 p. 5355 - 5358]