Addition of N-nucleophiles to gold(iii)-bound isocyanides leading to short-lived gold(iii) acyclic diaminocarbene complexes
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چکیده
منابع مشابه
Metal-Mediated Addition of N-Nucleophiles to Isocyanides: Mechanistic Aspects.
Despite the long history of the investigation of nucleophilic addition to metal-bound isocyanides, some important aspects of the reaction mechanism remain unclear even for the simplest systems. In this work, the addition of the sp³-N, sp²-N, and mixed sp²/sp³-N nucleophiles (i.e., HNMe₂, HN=CPh₂, and H₂N-N=CPh₂, respectively) to isocyanides C≡NR coordinated to the platinum(II) centers in the co...
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Metal-mediated coupling between equimolar amounts of cis-[PdCl2(CNR1)2] (1–5) and the amino acid esters L-HTyrOMe (7) or L-HProOtBu (8) proceeds at 40 °C in chloroform over ca. 6 h. The subsequent workup affords the complexes cis-[PdCl2(CNR1){C(TyrOMe)vNHR1}] (R1 = Xyl 9, 2-Cl-6-Me-C6H3 10) or cis-[PdCl2(CNR1){C(ProOtBu)vNHR1}] (R1 = Xyl 11, 2-Cl-6-Me-C6H3 12, Cy 13, tBu 14, 2-naphthyl 15) in g...
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A general evaluation of silylated nucleophiles to intercept transient α-oxoketenes generated by microwave-assisted Wolff rearrangement of 2-diazo-1,3-dicarbonyl compounds is presented. Original scaffolds and synthetic intermediates are accessed in a rapid, efficient and easy-to-handle way. Mechanistic studies by DFT calculations and some post-functionalizations are discussed.
متن کاملEnantioselective, Stereodivergent Hydroazidation and Hydroamination of Allenes Catalyzed by Acyclic Diaminocarbene (ADC) Gold(I) Complexes.
The gold-catalyzed enantioselective hydroazidation and hydroamination reactions of allenes are presented herein. ADC gold(I) catalysts derived from BINAM were critical for achieving high levels of enantioselectivity in both transformations. The sense of enantioinduction is reversed for the two different nucleophiles, allowing access to both enantiomers of the corresponding allylic amines using ...
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ژورنال
عنوان ژورنال: New Journal of Chemistry
سال: 2017
ISSN: 1144-0546,1369-9261
DOI: 10.1039/c7nj00529f