1,3-diphenylbicyclo[1.1.1]pentane

Base Information

• Chemical Name: 1,3-diphenylbicyclo[1.1.1]pentane
• CAS No.: 245508-15-0
• Molecular Formula: C₁₇H₁₆
• Molecular Weight: 220.314

Synonyms:1,3-diphenylbicyclo[1.1.1]pentane

Chemical Property of 1,3-diphenylbicyclo[1.1.1]pentane

Chemical Property:

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Technology Process of 1,3-diphenylbicyclo[1.1.1]pentane

There total 5 articles about 1,3-diphenylbicyclo[1.1.1]pentane 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: 82.0%

bromobenzene (108-86-1,52753-63-6) + C11H11ClMg → 1,3-diphenylbicyclo[1.1.1]pentane (245508-15-0)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 20 ℃; for 48h;

Reference yield: 23.0%

iodobenzene (591-50-4) + [1.1.1]propellane (35634-10-7) + phenylmagnesium bromide → 1,3-diphenylbicyclo[1.1.1]pentane (245508-15-0)

Guidance literature:

[1.1.1]propellane; phenylmagnesium bromide; In diethyl ether; at 35 ℃; for 72h;

iodobenzene; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; at 25 ℃; for 36h; Further stages.;

DOI:10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2

Reference yield: 15.0%

bromobenzene (108-86-1,52753-63-6) + [1.1.1]propellane (35634-10-7) + phenylmagnesium bromide → 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane) (102410-96-8) + 1,3-diphenylbicyclo[1.1.1]pentane (245508-15-0)

Guidance literature:

[1.1.1]propellane; phenylmagnesium bromide; In diethyl ether; at 35 ℃; for 72h;

With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

bromobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 24h; Further stages.;

DOI:10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2

upstream raw materials:

bromobenzene

[1.1.1]propellane

iodobenzene

bicyclo[1.1.1]pentane

Refernces

1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore

10.1002/chem.200601316

The study focuses on the synthesis and properties of 1,3-bicyclo[1.1.1]pentanediyl, a rigid linear connector, and its application in linking phenylated photochromic units with a 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene fluorophore. The research explores the potential of using this connector in constructing molecular switches for optical data storage and high-resolution imaging. The study details the synthesis process, including the preparation of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane and its subsequent coupling with various photochromic units and a fluorescent component. The resulting compounds were characterized and tested for their photochromic properties, such as absorption spectra, fluorescence modulation, and fatigue resistance. The study demonstrates the successful creation of molecular switches that exhibit efficient resonance energy transfer (RET) between the excited state of the fluorophore and the closed form of the photochromic units, with potential applications in rewritable data storage media and super-resolution optical microscopy.

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