Benzylamine-polystyrene

BENZOYLINDOLE, 56, 8 Benzoyl peroxide, 56, 50 58, 80, 82 3-Benzoylpropionitrile, 59, 56 Benzyl alcohol, 59, 3 Benzylamine-polystyrene, 56, 95 Af-Benylbenzamide, 59, 52 l-Benzyl-2-benzoyl-l,2-dihydroisoquin-... 

Benzyl alcohol,a-vinyl-, 56, 106 Benzylamine-polystyrene, 56, 95 Benzyl bromide, 56, 78 Benzyl bromide, methylisopropylamine, 58, 118... 

Benzhydrylamines are better suited than benzylamines as acid-labile linkers for amines. The MBHA linker ( methylbenzhydrylamine ), which is usually used to prepare peptide amides (see Section 3.3), can also be used as a linker for amines (Entry 1, Table 3.21). Hydrogen fluoride is, however, required as the cleavage reagent. Easier to cleave are alkoxy-substituted benzhydrylamines (Entries 2-5, Table 3.21), which can be prepared from the corresponding benzhydryl chlorides [263] or by reductive alkylation [410] or solvolysis [411] of the Rink amide linker. In the case of benzhydrylamines linked to polystyrene as benzyl ethers, treatment with TFA can lead to the release of the linker into solution (acidolysis of the benzylic C-O bond, see Figure 3.18). 

To a suspension of 10 g of Merrifield resin in 100 ml of dry DMF were added 5 equivalents of benzylamine (20 equivalents for the synthesis of piperazinomethyl polystyrene) and 1 equivalent of potassium iodide. The reaction mixture was agitated with an overhead stirrer at 80° for 72 h. After cooling the mixture to room temperature, the resin was filtered on a sintered frit and washed with the following solvents (50 ml portions) DMF, methanol, DMF, methanol, water, DMF, methanol, DMF, diethy-lether, dichloromethane, diethylether, dichloromethane, diethylether, dichloromethane, and diethylether. The resin was then dried under vacuum. 

Rollman and co-workers have reported a study on Rh elution from polymer supports where the Rh was anchored to porous macroreticular polymer supports based on polystyrene cross-linked through divinylbenzene or ethyleneglycoldimethacrylate via dibutylphenylphosphine or AW-dimethyl-benzylamine groups. When a flow reactor at 85-100 °C and 5-10 MPa H2/CO was used Rh concentrations of 0.2-17 x 10 M were observed in the effluent. Increasing metal loadings, CO pressure, or the polarity of the solvent caused a corresponding increase in Rh loss while increasing temperature decreased metal loss. If these results are representative of the... 

Liquid-liquid equilibrium data of polystyrene in bisphenol-A diglycidyl ether and benzylamine 1... 

Table 2 Coexistence data (cloud points) of polystyrene (Mn/(g/mol) = 217000, Mvy(g/mol) = 228000) in bisphenol-A diglycidyl ether (C21H24O4) and benzylamine (C7H9N) [2004ZUC1].

This solid phase comprises a polystyrene-bound benzylamine unit, in which removal of the prepared peptide unit is triggered by the formation of a benzylic carbocation, stabilized by the three alkoxy electron donating groups (EDG). With the tinker botmd to the Rink resin (11), the authors completed the 0-acylation with N-Fmoc-Phe to obtain 17 (Scheme 12.9). 

The poly(ether ketone)s can be converted to poly(ether phthalazine)s 21 or poly(ether isoquinoline)s 22 by reaction with hydrazine and benzylamine, respectively. This conversion results in polymers in which there is considerable straightening of the polymer chains and this results in substantial increases in the glass transition temperatures (30 - 40 °C), in the solution viscosities, and in the apparent molecular weights as measured by GPC using polystyrene standards. 

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