4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane

Base Information

• Chemical Name: 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane
• CAS No.: 307334-83-4
• Molecular Formula: C₆₄H₇₂N₄Zn
• Molecular Weight: 962.692

Synonyms:4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane

Chemical Property of 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane

Chemical Property:

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Technology Process of 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane

There total 1 articles about 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane 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: 86.0%

4-[(triisopropylsilyl)ethynyl]-1-[[zinc(II)5-(3,5-di-tert-butylphenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-15-porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane → 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane (307334-83-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; chloroform; Bu4NF salt soln. (THF) addn. to Zn-compd. soln. (THF) under Ar, mixt. stirring at room temp. for 1 h, solvent evapn., residue dissoln. in CHCl3,soln. washing (satd. aq. NaHCO3), drying (Na2SO4), filtration, evapn.; residue purification by SEC; TLC; elem. anal.;

DOI:10.1021/jp9909098

Reference yield: 40.0%

(C4H9)2C6H3C20H4N4(C2H5)4(CH3)4C6H4I + 4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane (307334-83-4) → 4-[5-[(3,5-di-tert-butylphenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-15-porphyrinyl]-phenylethynyl]-1-[[zinc(II)-5-(3,5-di-tert-butylpheny)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-15-porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane

Guidance literature:

With catalyst: Pd₂dba3*CHCl₃; As(C₆H₅)3; In toluene; Pd-catalyst and PPh3 addn. to deaerated Zn-compd. soln. and iodoporphyrin free base in toluene/piperidine 1:1 under Ar flushing, mixt. stirring at 80°C for 60 h; concn. to dryness; elem. anal.;

DOI:10.1021/jp9909098

Reference yield: 13.0%

4-ethynyl-1-[[zinc(II) porphyrinyl]phenylethynyl]bicyclo[2.2.2]-octane (307334-83-4) + Au(C4H9)2C6H3C20H2N4(C2H5)4(CH3)4C6H4I(1+)*BF4(1-)=Au(C4H9)2C6H3C20H2N4(C2H5)4(CH3)4C6H4IBF4 (879417-15-9) + zinc(II) chloride (7646-85-7,24359-56-6) → AuZn((C4H9)2C6H3C20H2N4(C2H5)4(CH3)4)2C6H4C2C8H12C2C6H4(1+)*BF4(1-)

Guidance literature:

With NaI; NH₄Cl; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In further solvent(s); Pd-complex, ZnCl2 and NaI were added under Ar to soln. of Zn- and Au-complexes in piperidine, stirred at 80°C for 6 d; poured into CH2Cl2, washed with aq. NH4Cl, aq. phase was extd. with CH2Cl2, dried over Na2SO4, evapd., chromy. on Al2O3 with CH2Cl2, eluted withMeOH/CH2Cl2, evapd., triturated with toluene, recrystd. from CH2Cl2/hex ane;

DOI:10.1021/ja003820k

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