Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O)

Base Information

• Chemical Name: Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O)
• CAS No.: 1158398-82-3
• Molecular Formula: C₄₈H₃₆IrNO₈P₂
• Molecular Weight: 1008.98
• Mol file: 1158398-82-3.mol

Synonyms:Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O)

Chemical Property of Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O)

There total 3 articles about Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine) + bis(1,5-cyclooctadiene)diiridium(I) dichloride (12112-67-3) + Allyl acetate (591-87-7) + 3-nitrobenzoic acid (121-92-6) → Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O) (1158398-82-3)

Guidance literature:

(S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3-nitrobenzoic acid; With caesium carbonate; In tetrahydrofuran; at 20 ℃; for 1.33333h; Schlenk technique; Inert atmosphere;

Allyl acetate; In tetrahydrofuran; at 80 ℃; for 1.25h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03669

Reference yield: 77.0%

bis(1,5-cyclooctadiene)diiridium(I) dichloride (12112-67-3) + Allyl acetate (591-87-7) + (S)-SEGPHOS (210169-54-3,244261-66-3,244261-75-4) + 3-nitrobenzoic acid (121-92-6) → Ir(allyl)((S)-SEGPHOS)(m-nitrobenzoate(-H)-kappa.C,O) (1158398-82-3)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; heating mixt. of iridium compd., allyl acetate, benzoic acid deriv., Cs2CO3 and THF for 2 h at 80°C;

Reference yield: 63.0%

bis(1,5-cyclooctadiene)diiridium(I) dichloride (12112-67-3) + Allyl acetate (591-87-7) + (R)-segphos + 3-nitrobenzoic acid (121-92-6) → C48H36IrNO8P2 (1158398-82-3,1613234-43-7)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 20 - 80 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/ja504625m

upstream raw materials:

bis(1,5-cyclooctadiene)diiridium(I) dichloride

Allyl acetate

(S)-SEGPHOS

3-nitrobenzoic acid

Refernces

• 1、 Feng, Jiajie,Garza, Victoria J.,Krische, Michael J.. "Redox-triggered C-c coupling of alcohols and vinyl epoxides: Diastereo- and enantioselective formation of all-carbon quaternary centers via tert -(Hydroxy)-prenylation". supporting information. p. 8911 - 8914. Retrieved 2014/07/08.
• 2、 Han, Soo Bong,Kim, In Su,Han, Hoon,Krische, Michael J.. "Enantioselective carbonyl reverse prenylation from the alcohol or aldehyde oxidation level employing 1,1-dimethylallene as the prenyl donor". . p. 6916 - 6917. Retrieved 2009/09/26.