Telomers from Carbon Monoxide and Olefins

Foster, Robert E.; Larchar, A. W.; Lipscomb, Robert D.; McKusick, B. C.

doi:10.1021/ja01602a039

Cited by 38 publications

(8 citation statements)

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“…It appears likely that this was due to the use of the thiol as solvent, leading to a prohibitively high rate of trapping of the vinyl radical by the thiol. The related reaction involving thiyl radical addition to alkenes, followed by trapping with CO, was also reported by early workers to proceed in low yield when conducted at very high pressures 164b. Unfortunately, this process also does not proceed well under the conditions of Scheme , apparently because thiol trapping of the initial adduct radical was too rapid …”

Section: B Generation Of Acyl Radicals By Carbonylationmentioning

confidence: 88%

“…There are two possible explanations for the observed complete selectivity for formation of the E -product: (i) thiol-catalyzed isomerization of the initial product mixture and (ii) stereoselective quenching of the α,β-unsaturated acyl radical. It is noteworthy that previous workers attempting the same reaction obtained much lower yields (<20%) while working at considerably higher pressures (∼3000 atm) 164a. It appears likely that this was due to the use of the thiol as solvent, leading to a prohibitively high rate of trapping of the vinyl radical by the thiol.…”

Section: B Generation Of Acyl Radicals By Carbonylationmentioning

confidence: 90%

“…The yield of monomeric adduct was low, but it should be remembered that the main aim of this industrial group was to optimize conditions for telomer formation. 208 Later a closely related process was reported by Suzuki and Tsuji using catalytic metal carbonyls as initiators. Tetrachloromethane was used as the solvent in this case, enabling the isolation of acid chlorides (Scheme 56).…”

Section: At Chlorinementioning

confidence: 98%

“…Methanol was used as the solvent in this high-pressure reaction, meaning that the ultimate product was a methyl ester. The yield of monomeric adduct was low, but it should be remembered that the main aim of this industrial group was to optimize conditions for telomer formation . Later a closely related process was reported by Suzuki and Tsuji using catalytic metal carbonyls as initiators.…”

Section: Homolytic Substitutionmentioning

confidence: 99%

See 3 more Smart Citations

Chemistry of Acyl Radicals

et al. 1999

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Section: B Generation Of Acyl Radicals By Carbonylationmentioning

confidence: 88%

Section: B Generation Of Acyl Radicals By Carbonylationmentioning

confidence: 90%

Section: At Chlorinementioning

confidence: 98%

Section: Homolytic Substitutionmentioning

confidence: 99%

See 2 more Smart Citations

Chemistry of Acyl Radicals

et al. 1999

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“…Protein analysis was done by the procedure of Lowry et al (1951) with dialysed bovine serum albumin as standard. Bovine serum albumin standards were calibrated spectrophotometrically using A" = 6.67 (Foster & Sterman, 1956). Pyruvate kinase activity was determined at pH 7.5 and 25 IC in the presence of 1.8 mM-phosphoenolpyruvate, 2.5 mM-ADP and 75,uM-fructose 1,6-bisphosphate as described previously (Blair et al, 1976;Foster & Blair, 1978).…”

Section: Vol 204mentioning

confidence: 99%

Long-term modulation of type L pyruvate kinase activity in young and mature rats

James

Blair

1982

Biochemical Journal

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The regulation of type L pyruvate kinase concentrations in liver of young (35-45 days old) and adult (60-85 days old) rats starved and re-fed a 71% sucrose diet was investigated. Re-feeding is accompanied by an increase in the enzyme level in liver determined kinetically and immunologically. A constant ratio of kinetic activity to immunological activity was observed under all conditions examined, indicating that activity changes are the result of a regulation of synthesis or degradation and not an interconversion between kinetically active and inactive forms of the enzyme. Synthesis of pyruvate kinase was directly examined by using hepatocytes isolated from starved and re-fed rats. A stimulation of pyruvate kinase synthesis is observed on re-feeding. This increase in synthesis of pyruvate kinase is retained by the isolated hepatocyte for up to 7h in the absence of hormonal stimuli. Administration of glucagon (1mum) to the isolated hepatocytes had no influence on synthesis of pyruvate kinase and no evidence for a glucagon-directed degradation of the enzyme was found. Re-feeding the rat was followed by a transient increase in the synthesis of pyruvate kinase. The peak rate of synthesis was observed before a detectable increase in the enzyme concentration. After a rapid synthesis period, a new steady-state level of the enzyme was achieved and synthesis rates declined. The time course and magnitude for the response to the sucrose diet was dependent on the age of the rat. In young rats, an increase in pyruvate kinase synthesis is observed within 6h and peak synthesis occurs at 11h after re-feeding sucrose. The peak synthesis rate for pyruvate kinase for young rats represents approx. 1% of total protein synthesis. With adult rats, increased pyruvate kinase synthesis is not observed for 11h, with peak synthesis occurring at 24h after re-feeding. In the older rats, peak pyruvate kinase synthesis constitutes greater than 4% of total protein synthesis. Continued re-feeding of the adult rat beyond 24h is accompanied by a decline of pyruvate kinase synthesis to approx. 1.5% of total protein synthesis. The concentration of the enzyme, however, does not decline during this period, suggesting that control of pyruvate kinase degradation as well as synthesis occurs.

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Bis(dicarbonylcyclopentadienyliron)

Kelly¹

2001

Encyclopedia of Reagents for Organic Synthesis

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Telomers from Carbon Monoxide and Olefins

Cited by 38 publications

References 1 publication

Chemistry of Acyl Radicals

Chemistry of Acyl Radicals

Long-term modulation of type L pyruvate kinase activity in young and mature rats

Bis(dicarbonylcyclopentadienyliron)

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