61638-11-7Relevant academic research and scientific papers
Rh-Catalyzed Asymmetric Hydrogenation of 1,2-Dicyanoalkenes
Li, Meina,Kong, Duanyang,Zi, Guofu,Hou, Guohua
, p. 680 - 687 (2017/04/26)
A highly efficient enantioselective hydrogenation of 1,2-dicyanoalkenes catalyzed by the complex of rhodium and f-spiroPhos has been developed. A series of 1,2-dicyanoalkenes were successfully hydrogenated to the corresponding chiral 1,2-dicyanoalkanes under mild conditions with excellent enantioselectivities (up to 98% ee). This methodology provides efficient access to the asymmetric synthesis of chiral diamines.
Mesoionic carbenes: Reactions of 1, 3-diphenyltetrazol-5-ylidene with electron-deficient alkenes, and synthesis and catalytic activities of the (tetrazol-5-ylidene)rhodium(I) complexes
Araki, Shuki,Yokoi, Keisaku,Sato, Ryosuke,Hirashita, Tsunehisa,Setsune, Jun-Ichiro
experimental part, p. 164 - 171 (2009/07/17)
The reactions of 1, 3-diphenyltetrazol-5-ylidene, a rare example of mesoionic carbenes, with electron- deficient unsaturated compounds were studied. The carbene reacted with dimethyl 1, 2, 4, 5-tetrazine-3, 6-dicarboxylate to give a 5-tetrazoliomethylide, together with hydrazine derivatives. The reaction with tetracyanoethylene gave another methylide in low yield. On the contrary, the reactions with weaker electrophiles, such as 3, 6-diphenyl-1, 2, 4, 5-tetrazine, fumalonitrile, N-phenylmaleimide, and dimethyl acetylenedicarboxylate, did not give any coupling products, but gave phenylated products and/or Michael addition products via the degradation of the 1, 3-diphenyltetrazole ring. Novel mesoionic mono- and bis(carbene)-rhodium(I) complexes were synthesized and the structures were characterized by X-ray crystallography. Their catalytic activities for the decarbonylative addition reaction of benzoyl chloride to ethynylbenzene were investigated.
Catalytic 1,2-dicyanation of alkynes by palladium(II) under aerobic conditions
Arai, Shigeru,Sato, Takashi,Nishida, Atsushi
scheme or table, p. 1897 - 1904 (2011/03/18)
A stereoselective 1,2-dicyanation of various alkynes in the presence of trimethylsilyl cyanide (TMSCN) by palladium(II) catalysis under aerobic conditions is investigated. This reaction includes two cyanation pathways, syn- and anti-cyanopalladation to alkynes that are activated by Pd(II). High syn-selectivity was observed in the reaction using terminal alkynes that have bulky substituents at a propargyl position and aliphatic internal alkynes. Furthermore, a dramatic acceleration was observed with substrates having an N-arenesulfonyl functionality at a propargyl position, this indicates that both sulfoxide and carbon-carbon triple bond act as Lewis bases to Pd(II).
Facile synthesis of substituted fumaronitriles and maleonitriles: Precursors to soluble tetraazaporphyrins
Fitzgerald,Taylor,Owen
, p. 686 - 688 (2007/10/02)
Alkynes are converted in good yield to alkyl and/or aryl substituted fumaronitriles and maleonitriles, a rish source of precursors to soluble tetraazaporphyrins.
