nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin

Base Information

• Chemical Name: nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin
• CAS No.: 380447-48-3
• Molecular Formula: C₄₈H₂₈N₄Ni
• Molecular Weight: 719.467
• Mol file: 380447-48-3.mol

Synonyms:nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin

Chemical Property of nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin

There total 3 articles about nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin 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: 85.0%

2,3-dibromo-5,10,15,20-tetraphenylporphyrinatonickel(II) (253134-81-5) + trimethylstannylacetylene (1112-00-1) → nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin (380447-48-3)

Guidance literature:

With K₂CO₃; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; Ni(C10H3N2(C6H5)2Br)2 reflux with (CH3)3SnCCH (dissolv. in THF/MeOH withK2CO3) in presrnce of catalyst Pd(PPh3)4 (10 mol % in THF);

DOI:10.1002/1521-3773(20010917)40:18<3439::AID-ANIE3439>3.0.CO;2-Z

Reference yield: 75.0%

nickel(II) 2,3-bis(trimethylsilylethynyl)-5,10,15,20-tetraphenylporphyrin (380447-47-2) → nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin (380447-48-3)

Guidance literature:

With methanol; potassium carbonate; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.jorganchem.2011.07.008

Reference yield:

2,3-dibromo-5,10,15,20-tetraphenylporphyrinatonickel(II) (253134-81-5) + trimethyl(trimethylstannanylethynyl)silane (16035-50-0) → nickel(II) 2,3-diethynyl-5,10,15,20-tetraphenylporphyrin (380447-48-3)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; Ni(II)(2,3-dibromo-5,10,15,20-tetraphenylporphyrin) and Me3SnCCSiMe3 refluxed in THF; soln. of K2CO3 in MeOH/THF added; detn. by XRD;

DOI:10.1039/b212923j

upstream raw materials:

2,3-dibromo-5,10,15,20-tetraphenylporphyrinatonickel(II)

trimethylstannylacetylene

trimethyl(trimethylstannanylethynyl)silane

nickel(II) 2,3-bis(trimethylsilylethynyl)-5,10,15,20-tetraphenylporphyrin

Downstream raw materials:

nickel(II)10,15-diphenyl-piceno[20,1,2,3,4,5-fghij]porphyrin

nickel(II) 2,3-bis(iodoethynyl)-5,10,15,20-tetraphenylporphyrin

nickel(II) 2,3-bis(bromoethynyl)-5,10,15,20-tetraphenylporphyrin

Ni(C₂₀H₆N₄(C₆H₅)4(C₄H₃Cl))

Refernces

• 1、 Nath, Mahendra,Huffman, John C.,Zaleski, Jeffrey M.. "Accelerated Bergman cyclization of porphyrinic-enediynes". . p. 858 - 859. Retrieved 2007/10/03.