136658-87-2

Upstream product

• 107-11-9 1-amino-2-propene 

Downstream Products

• 178987-40-1 pentacarbonyl[(phenylethyl)(allylperillylamino)carbene]chromium⁽⁰⁾ 
• 179093-94-8 pentacarbonyl[(phenylethyl)(allylbenzylamino)carbene]chromium⁽⁰⁾ 
• 136658-92-9 (CO)5CrC₇H₆N(O)(C₆H₅) 
• 178987-38-7 pentacarbonyl[(phenylethyl)(allylpropargylamino)carbene]chromium⁽⁰⁾ 
• 178987-34-3 pentacarbonyl[(phenylethyl)(allylmethylamino)carbene]chromium⁽⁰⁾ 

Relevant academic research and scientific papers

Organic Syntheses via Transition Metal Complexes, 63. - (β-Aminovinyl)carbene Complexes and (Alkinyl)aminocarbene Complexes of Chromium and Tungsten. - Stereochemistry and Isomerization

(Alkinyl)alkoxycarbene complexes LnM=C(OEt)-CCR 3 react with primary amines H2NR1 4 (R1 = Me, iPr, allyl, CH2Ph, CHMePh) to give (β-aminovinyl)carbene complexes LnM=C(OEt)-CH=CR-NHR1 (Z)-5 (by a Michael-type 3-addition) together with (alkinyl)aminocarbene complexes anti-6 (by a 1-aminolysis).The product ratio (Z)-5/anti-6 is strongly influenced by the reaction temperature: at 20 deg C (Z)-5 is obtained as the main product, while at -78 deg C mainly anti-6 is formed.Both reactions are stereospecifical; they yield 5 in the (Z), and 6 in the anti configuration only.An anti/syn isomerization is achieved by acidic treatment of anti-6i.The (alkinyl)aminocarbene complexe 6a adds EtOH/EtO- albeit much slower than the (alkinyl)alkoxycarbene complex 3a.A NH2-Enamino carbene complex (CO)5Cr=C(OEt)-CH=C(NH2)Ph is obtained on addition of ammonia to 3a at 90 deg C. Key Words: Alkinylcarbene complexes of chromium and tungsten / (β-Aminovinyl)carbene complexes of chromium and tungsten / 4-Amino-1-metalla-1,3-dienes / (3-Aminoalkenyl)carbene complexes