3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane

Base Information

• Chemical Name: 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane
• CAS No.: 516527-04-1
• Molecular Formula: C₄₀H₆₂Cl₂P₂
• Molecular Weight: 675.786

Synonyms:3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane

Chemical Property of 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane

Chemical Property:

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Technology Process of 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane

There total 5 articles about 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane 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: 20.0%

tetrachloromethane (56-23-5) + 1,1,11,11-tetramethyl-17-[(2,4,6-tri-t-butylphenyl)phosphinidenephosphino]-[11]-metacyclophane (516527-03-0) → 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane (516527-04-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran;

DOI:10.1039/b209666h

Reference yield:

(3Z,10Z)-17-Bromo-2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1(16),3,10,13(17),14-pentaene → 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane (516527-04-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 97 percent / H₂ / PtO₂ / ethanol

2.1: n-BuLi / tetrahydrofuran

2.2: PCl₃ / tetrahydrofuran

3.1: DBU / tetrahydrofuran

4.1: 20 percent / n-BuLi / tetrahydrofuran

With n-butyllithium; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; platinum(IV) oxide; In tetrahydrofuran; ethanol;

DOI:10.1039/b209666h

Reference yield:

lithium 2,4,6-tris(tert-butyl)phenylphosphide (83115-13-3) → 3,3-dichloro-1-(2,2,12,12-tetramethyl-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-17-yl)-2-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane (516527-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DBU / tetrahydrofuran

2: 20 percent / n-BuLi / tetrahydrofuran

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;

DOI:10.1039/b209666h

upstream raw materials:

tetrachloromethane

1,1,11,11-tetramethyl-17-[(2,4,6-tri-t-butylphenyl)phosphinidenephosphino]-[11]-metacyclophane

lithium 2,4,6-tris(tert-butyl)phenylphosphide

17-bromo-1,1,11,11-tetramethyl-[11]-metacyclophane

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