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catalyze hydroformylation of relatively less reactive olefins (2-methyl-l-hexene, limonene, cyclohexene) under mild conditions (90 C, 10 atm)44 Styrene possessing electron-deficient carbons is the most reactive alkene 43 Of the isomeric aldehydes indicated in Eq (71), the linear aldehyde corresponding to anti-Markovnikov addition is always the main product The isomeric branched aldehyde may arise from an alternative alkene insertion step to produce the [RCH(Me)Co(COh] or [RCH(Me)Rh(CO)(PPh3h] complexes, which are isomeric to 2 and 8, respectively Alternatively, hydroformylation of isomerized internal alkenes also give branched aldehydes The ratio of the linear and branched aldehydes, called linearity, may be affected by reaction conditions, and it strongly depends on the catalyst used Unmodified cobalt and rhodium carbonyls yield about 3-5 : 1 mixtures of the normal and iso products The selectivity of the commercially more valuable normal aldehydes can be increased by ligand modification.

The linearity increases up to 7 in the presence of alkylphosphine-modified cobalt complexes This increase is due mainly to the steric effect of the bulky phosphine ligand in the metal coordination sphere, which results in the preferred formation of the less congested n-alkylcobalt complex Electronic effects of the ligands also contribute to regioselectivity The partial charge of the metal affected by the ligands stabilizes the charge developing on the olefinic carbon during the insertion step thus affecting regioselectivity Even higher linearities are characteristic of modified rhodium catalysts The effect is most pronounced when hydroformylation is carried out in molten triphenylphosphine,4! resulting in linearities as high as 9 The active catalytic species with two phosphine ligands (6) ensures the increased selectivity through steric effects Platinum complexes with bidentate ligands exhibit the highest linearity to form linear aldehydes with 99% selectivity Steric effects in the alkene structure also affect linearity.

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The third component calculates the average manufacturing days for the dataset returned from Column E of the Spreadsheet report. It uses the simple formula AVERAGE (E:E), and even though there is a non-numeric report header cell for the Spreadsheet report (cell E8), the formula still works. The fourth component is comprised of two parameter cells that show a drop-down list of valid values for the product category and the product color. Whenever the user clicks in the Product Category parameter cell (see cell D4 of Figure 15-1), a helpful message (the fifth component of the report solution) automatically appears to describe the use of the field for the report user. In this case, the message tells the user that selecting All for the Product Category returns all the records in the primary Spreadsheet report, regardless of product category. The sixth and last component is comprised of two secondary Spreadsheet reports that are configured to automatically refresh when the Excel workbook is first opened. These two Spreadsheet reports feed their values into the parameter cells (see cells D3 and D4 of Figure 15-1). All the Spreadsheet reports and other components are closely related to one another, and are designed to provide a single, integrated report solution. For example, the primary Spreadsheet report is configured to automatically refresh. Additionally, all the valid values for the parameters are refreshed when the report is first opened. As you ll soon learn from the various sections of this chapter, there are many options for configuring and designing your own report solutions. This is just one simple example of how a report solution can be designed.

As a result, quaternary carbon atoms are rarely formed in hydroformylation 45 In contrast, electronic effects in hydroformylation of arylalkenes often result in the predominant formation of the branched aldehyde 6 ,40,43,46--48 Styrene has a marked tendency to form 2-phenylpropanal when hydroformylated in the presence of rhodium catalysts Rhodium complexes modified by biphosphine49 or mixed amino phosphine oxide ligands 50 were shown to give the branched aldehyde with high reactivity and selectivity (iso: normal ratios ::;615) A number of side-reactions may be observed during hydroformylation Doublebond migration5! resulting in the formation of more than two aldehydes may be significant:.

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