https://www.chem.ccu.edu.tw/~joyce/referance/ericyang/Coord.%20Chem.%20Rev/Coord.%20Chem.%20Rev.%202004,%20248,%202337-2364.pdf

Copper in cross-coupling reactions: The post-Ullmann chemistry

Transition-Metal-Catalyzed C−S, C−Se, and C−Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions

Metal-catalyzed carbon-sulfur bond formation.

Antioxidant activity of water-soluble chitosan derivatives.

Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions

Nickel(0) triethyl phosphite complex-catalyzed allylic substitution with retention of regio- and stereochemistry.

Stereo-recognizing transformation of (E)-alkenyl halides into sulfides catalyzed by nickel(0) triethyl phosphite complex

Copper(I) tert-butoxide-promoted coupling of o-(1-hydroxyalkyl)arylsilanes with organic halides

1-Siloxy-1-alkenylcopper species were generated by 1,2-Csp2-to-O silyl migration of the copper enolates of acyltriphenylsilanes The alkenylcopper species reacted with methyl, benzyl, allylic, and tributylstannyl halides to give geometrically pure (Z)-enol silyl ethers In the presence of Pd(0) catalyst, the cross-coupling of the alkenyl copper species with aryl and alkenyl iodides also proceeded to give the (Z)-enol silyl ethers with high stereoselectivity

Stereoselective preparation of 1-siloxy-1-alkenylcopper species by 1,2-Csp2-to-O silyl migration of acylsilanes.

Preparation of vinylcyclopropanes 6 utilizing 2-(alk-1-enyl)-1,3-dithianes 1 or 1,3-bis(phenylthio)alk-1-enes 2 was studied. The treatment of β,γ-unsaturated thioacetals 1 or their analogues 2 with Cp2Ti(π-CH2CR3R4) 5 in the presence of PPh3 or P(OEt)3 gave vinylcyclopropanes 6 in good yields. A part of the cyclopropane 6 originates from the alkene formed by the thermal degradation of dialkyltitanocene 4, an intermediate formed during the reduction of Cp2TiCl2 with alkyllithium to 5. By using the titanocene reagent Cp2Ti(P(OEt)3)2 7 as a reducing agent, cyclopropanes 6 were obtained by the reaction of unsaturated organosulfur compounds 1 or 2 with various alk-1-enes. 1,2-Dibromoalkanes could be successfully employed as substitutes for volatile alkenes in this reaction. The intermediate of this reaction is presumed to be a vinylcarbene complex of titanium 8.

Takeshi Takeda

Papers

Nickel(0) triethyl phosphite complex-catalyzed allylic substitution with retention of regio- and stereochemistry.

Stereo-recognizing transformation of (E)-alkenyl halides into sulfides catalyzed by nickel(0) triethyl phosphite complex

Copper(I) tert-butoxide-promoted coupling of o-(1-hydroxyalkyl)arylsilanes with organic halides

Stereoselective preparation of 1-siloxy-1-alkenylcopper species by 1,2-Csp2-to-O silyl migration of acylsilanes.

Preparation of Vinylcyclopropanes by the Titanocene-Promoted Reactions of β,γ-Unsaturated Thioacetals and Their Analogues with Alkenes