Heiner Eckert - Academia.edu (original) (raw)
Papers by Heiner Eckert
A collection of smart multicomponent reactions (MCRs) with continuative post condensation cycliza... more A collection of smart multicomponent reactions (MCRs) with continuative post condensation cyclizations (PCCs) is presented to construct conventional three-to sevenmembered heterocyclic compounds in diversity oriented syntheses (DOS). These will provide a high degree of applying economical and ecological advantages as well as of practicability. Water, ionic liquids, and solvent-less syntheses as well as use of various forms of energy as microwave and ultrasonic irradiation are examined and discussed.
Chemischer Informationsdienst, 1981
![Research paper thumbnail of Vollständige Maskierung der –Gly-Bindungen mit dem stark lipophilen und chromophoren Ferrocenylmethyl[Fem]-Rest bei Peptidsynthesen von Hexaglycin und Leu-Enkephalin / Total Masking –Gly Bonds by Highly Lipophilic and Chromophoric Ferrocenylmethyl [Fem] Residue in Peptide Syntheses of Hexaglycine...](https://attachments.academia-assets.com/94268427/thumbnails/1.jpg)
](Zeitschrift für Naturforschung B, 1991
Highly lipophilic and chromophoric ferrocenylmethyl [Fem] residue is applied to syntheses of pept... more Highly lipophilic and chromophoric ferrocenylmethyl [Fem] residue is applied to syntheses of peptides hexaglycine and Leu-enkephalin, masking therein all –Gly bonds. Thereby Fem groups influence properties of Fem-peptide derivatives advantageously both in chemosyntheses and cleaning operations, leading to constantly high yields et each step. Despite of its volumous dimension the Fem residue can be introduced into each peptide bond of oligoglycine by succeeding one another of building blocks of H–Fem–Gly–OMe. Strong alkaline conditions during the hydrolyses of methyl esters occurring several times in peptide derivatives do not influence the Gly–Gly-bond at all. Total protected derivatives BOC–(Fem–Gly–)6OMe and BOC–Tyr(tBu)–(Fem–Gly–)2Phe–Leu–OtBu even are soluble in hexane/ethylacetate (1:1).
Encyclopedia of Reagents for Organic Synthesis, 2001
Pure and Applied Chemistry, 1979
The fragmentation of S-halogenated alkyl groups and 5-halogenated butenyl groups from the N-and C... more The fragmentation of S-halogenated alkyl groups and 5-halogenated butenyl groups from the N-and C-termini of a-amino acids and peptide derivatives by the supernucleophilic Coi-phthalocyanine anion as well as related reactions are presented as the basis of some new protecting group techniques and synthetic methods for peptides.
Zeitschrift für Naturforschung B, 1990
We want to report on syntheses and test reactions of some ferrocenic compounds which could be use... more We want to report on syntheses and test reactions of some ferrocenic compounds which could be used as derivatizing reagents for peptides and proteins in order to detect them electrochemically after an HPLC analysis run. Among the tested compounds we found the 3-ferrocenylpropionic anhydride as the most suitable reagent for this purpose. It is a stable compound which can be prepared with high yields from 3-ferrocenylpropionic acid. Its reaction products with peptides and proteins are highly electroactive which is essential for the sensibility and selectivity of the method.
Preface. 1. Contradictions. 2. Phosgenation Reagents. 3. Evaluation of Phosgenation Reagents. 4. ... more Preface. 1. Contradictions. 2. Phosgenation Reagents. 3. Evaluation of Phosgenation Reagents. 4. Phosgenation Reactions. 5. Topics on Specific Synthetic Applications of Phosgenation Reactions. 6. Evaluation of Phosgenation Reactions. 7. Materials and Resources for Phosgenation Reagents. 8. Monitoring Phosgene and Phosgene Substitutes: Analytical Methods. 9. Outlook. Appendix. Index.
Chemischer Informationsdienst, 1981
Chemischer Informationsdienst, 1978
Tetrahedron, 1977
Abstract The kinetics of the reaction between cobalt(I)phthalocyanine anion and primary alkyl mon... more Abstract The kinetics of the reaction between cobalt(I)phthalocyanine anion and primary alkyl monohalogenides was studied by the use of conductivity measurements. The data agree with an S N 2 mechanism. In the case of geminally polyhalogenated compounds a somewhat different type of mechanism seems to prevail. The alkylation of cobalt(I)phthalocyanine anion by β-haloethyl esters, urethanes, phenolethers, phenolthioethers, amines and amides, followed by reductive fragmentation of the organo-cobalt intermediate, are model experiments related to the extension of an earlier developed protective group technique for peptide synthesis. In the studied cases the rate of the overall reaction is roughly the same as the rate of the initial alkylation step.
Industrielle Verfahren zur Herstellung von Carbonyldichlorid bestehen aus einem Zwei-Stufen-Proze... more Industrielle Verfahren zur Herstellung von Carbonyldichlorid bestehen aus einem Zwei-Stufen-Prozes mit in Reihe geschalteten Reaktoren, exakter Feinabstimmung der Reaktionsparameter und weitgehender Konstanz der Reaktionsbedingungen. Dies macht eine Reaktionsfuhrung im diskontinuierlichen Betrieb sowie Dezentralisierung ineffizient. Durch ALterung des Katalysators werden immer hohere Betriebstemperaturen benotigt, was sich ungunstig auf die Qualitat des Produktes auswirkt. Der Kontakt von Chlor mit Aktivkohle kann die Bildung von Tetrachlormethan bewirken. Andere Katalysatoren sollen die Synthese von Carbonyldichlorid skalierbar, technisch einfacher und moglichst nebenproduktfrei gestalten. DOLLAR A Die vorliegende Erfindung betrifft ein Verfahren zur skalierbaren Herstellung von Carbonyldichlorid aus Chlor und Kohlenmonoxid, indem Chlor und Kohlenmonoxid an einem Katalysator aus der Reihe der Metallhalogenide reagieren, wodurch die Reaktionsparameter Druck und Temperatur in einem w...
Zeitschrift für Naturforschung. B, A journal of chemical sciences, 1991
Encyclopedia of Reagents for Organic Synthesis, 2001
Komplexe des Typs (2) enthalten eine reaktive Diazengruppe, die mit Alkinen in thermischen und ph... more Komplexe des Typs (2) enthalten eine reaktive Diazengruppe, die mit Alkinen in thermischen und photochemischen Umsetzungen unter Bildung der tricyclischen Organoeisenverbindungen (3) reagieren kannC2]. Wir berichten hier iiber die Umwandlung dieser ,,Doppeladditionsprodukte" in die bisher unbekanntenL3I 1,2-Dihydro-1,2-diazepin-3-on-Derivate (4).
A collection of smart multicomponent reactions (MCRs) with continuative post condensation cycliza... more A collection of smart multicomponent reactions (MCRs) with continuative post condensation cyclizations (PCCs) is presented to construct conventional three-to sevenmembered heterocyclic compounds in diversity oriented syntheses (DOS). These will provide a high degree of applying economical and ecological advantages as well as of practicability. Water, ionic liquids, and solvent-less syntheses as well as use of various forms of energy as microwave and ultrasonic irradiation are examined and discussed.
Eine neue Schutzgruppentechnik unter Verwendung von s-Halogenalkoxycarbonyl-Gruppen wird vorgeste... more Eine neue Schutzgruppentechnik unter Verwendung von s-Halogenalkoxycarbonyl-Gruppen wird vorgestellt und ihre Nutzlichkeit anhand zweier Peptidsynthesen bewiesen. Die Abspaltung der Schutzgruppen erfolgt selektiv mit supernukleophilem Kobalt(I)-phthalocyanin uber einen Alkylierungs-, Fragmentierungsmechanismus unter sehr schonenden Bedingungen. Fragmentations with Supernucleophiles, VIII. —Cleavage of β-Halogenated Urethanes by Co-balt(I)-phthalocyanine; a New Amino Protecting Group Technique for Peptide Syntheses1 A new protecting group technique, using s-haloalkoxycarbonyl groups is presented and tested in two peptide syntheses. These protection groups are removed selectively and under mild conditions by the supernucleophilic cobalt(I)-phthalocyanine. The mechanism of this reaction consists in an alkylation step, followed by fragmentation.
Journal of Chemical Engineering And Bioanalytical Chemistry
A synthesis efficiency algorithm is essential for the evaluation of complex syntheses in chemistr... more A synthesis efficiency algorithm is essential for the evaluation of complex syntheses in chemistry and life sciences. It must also be based on concrete and reliable criteria. Such an algorithm has been developed to precisely evaluate even highly complex syntheses and determine their synthesis efficiency Eff synt. The mathematical operations are highly suitable for electronic data processing (EDP). This algorithm can also be used as a basis for fair cost assessment of complex chemical syntheses.
A collection of smart multicomponent reactions (MCRs) with continuative post condensation cycliza... more A collection of smart multicomponent reactions (MCRs) with continuative post condensation cyclizations (PCCs) is presented to construct conventional three-to sevenmembered heterocyclic compounds in diversity oriented syntheses (DOS). These will provide a high degree of applying economical and ecological advantages as well as of practicability. Water, ionic liquids, and solvent-less syntheses as well as use of various forms of energy as microwave and ultrasonic irradiation are examined and discussed.
Chemischer Informationsdienst, 1981
Zeitschrift für Naturforschung B, 1991
Highly lipophilic and chromophoric ferrocenylmethyl [Fem] residue is applied to syntheses of pept... more Highly lipophilic and chromophoric ferrocenylmethyl [Fem] residue is applied to syntheses of peptides hexaglycine and Leu-enkephalin, masking therein all –Gly bonds. Thereby Fem groups influence properties of Fem-peptide derivatives advantageously both in chemosyntheses and cleaning operations, leading to constantly high yields et each step. Despite of its volumous dimension the Fem residue can be introduced into each peptide bond of oligoglycine by succeeding one another of building blocks of H–Fem–Gly–OMe. Strong alkaline conditions during the hydrolyses of methyl esters occurring several times in peptide derivatives do not influence the Gly–Gly-bond at all. Total protected derivatives BOC–(Fem–Gly–)6OMe and BOC–Tyr(tBu)–(Fem–Gly–)2Phe–Leu–OtBu even are soluble in hexane/ethylacetate (1:1).
Encyclopedia of Reagents for Organic Synthesis, 2001
Pure and Applied Chemistry, 1979
The fragmentation of S-halogenated alkyl groups and 5-halogenated butenyl groups from the N-and C... more The fragmentation of S-halogenated alkyl groups and 5-halogenated butenyl groups from the N-and C-termini of a-amino acids and peptide derivatives by the supernucleophilic Coi-phthalocyanine anion as well as related reactions are presented as the basis of some new protecting group techniques and synthetic methods for peptides.
Zeitschrift für Naturforschung B, 1990
We want to report on syntheses and test reactions of some ferrocenic compounds which could be use... more We want to report on syntheses and test reactions of some ferrocenic compounds which could be used as derivatizing reagents for peptides and proteins in order to detect them electrochemically after an HPLC analysis run. Among the tested compounds we found the 3-ferrocenylpropionic anhydride as the most suitable reagent for this purpose. It is a stable compound which can be prepared with high yields from 3-ferrocenylpropionic acid. Its reaction products with peptides and proteins are highly electroactive which is essential for the sensibility and selectivity of the method.
Preface. 1. Contradictions. 2. Phosgenation Reagents. 3. Evaluation of Phosgenation Reagents. 4. ... more Preface. 1. Contradictions. 2. Phosgenation Reagents. 3. Evaluation of Phosgenation Reagents. 4. Phosgenation Reactions. 5. Topics on Specific Synthetic Applications of Phosgenation Reactions. 6. Evaluation of Phosgenation Reactions. 7. Materials and Resources for Phosgenation Reagents. 8. Monitoring Phosgene and Phosgene Substitutes: Analytical Methods. 9. Outlook. Appendix. Index.
Chemischer Informationsdienst, 1981
Chemischer Informationsdienst, 1978
Tetrahedron, 1977
Abstract The kinetics of the reaction between cobalt(I)phthalocyanine anion and primary alkyl mon... more Abstract The kinetics of the reaction between cobalt(I)phthalocyanine anion and primary alkyl monohalogenides was studied by the use of conductivity measurements. The data agree with an S N 2 mechanism. In the case of geminally polyhalogenated compounds a somewhat different type of mechanism seems to prevail. The alkylation of cobalt(I)phthalocyanine anion by β-haloethyl esters, urethanes, phenolethers, phenolthioethers, amines and amides, followed by reductive fragmentation of the organo-cobalt intermediate, are model experiments related to the extension of an earlier developed protective group technique for peptide synthesis. In the studied cases the rate of the overall reaction is roughly the same as the rate of the initial alkylation step.
Industrielle Verfahren zur Herstellung von Carbonyldichlorid bestehen aus einem Zwei-Stufen-Proze... more Industrielle Verfahren zur Herstellung von Carbonyldichlorid bestehen aus einem Zwei-Stufen-Prozes mit in Reihe geschalteten Reaktoren, exakter Feinabstimmung der Reaktionsparameter und weitgehender Konstanz der Reaktionsbedingungen. Dies macht eine Reaktionsfuhrung im diskontinuierlichen Betrieb sowie Dezentralisierung ineffizient. Durch ALterung des Katalysators werden immer hohere Betriebstemperaturen benotigt, was sich ungunstig auf die Qualitat des Produktes auswirkt. Der Kontakt von Chlor mit Aktivkohle kann die Bildung von Tetrachlormethan bewirken. Andere Katalysatoren sollen die Synthese von Carbonyldichlorid skalierbar, technisch einfacher und moglichst nebenproduktfrei gestalten. DOLLAR A Die vorliegende Erfindung betrifft ein Verfahren zur skalierbaren Herstellung von Carbonyldichlorid aus Chlor und Kohlenmonoxid, indem Chlor und Kohlenmonoxid an einem Katalysator aus der Reihe der Metallhalogenide reagieren, wodurch die Reaktionsparameter Druck und Temperatur in einem w...
Zeitschrift für Naturforschung. B, A journal of chemical sciences, 1991
Encyclopedia of Reagents for Organic Synthesis, 2001
Komplexe des Typs (2) enthalten eine reaktive Diazengruppe, die mit Alkinen in thermischen und ph... more Komplexe des Typs (2) enthalten eine reaktive Diazengruppe, die mit Alkinen in thermischen und photochemischen Umsetzungen unter Bildung der tricyclischen Organoeisenverbindungen (3) reagieren kannC2]. Wir berichten hier iiber die Umwandlung dieser ,,Doppeladditionsprodukte" in die bisher unbekanntenL3I 1,2-Dihydro-1,2-diazepin-3-on-Derivate (4).
A collection of smart multicomponent reactions (MCRs) with continuative post condensation cycliza... more A collection of smart multicomponent reactions (MCRs) with continuative post condensation cyclizations (PCCs) is presented to construct conventional three-to sevenmembered heterocyclic compounds in diversity oriented syntheses (DOS). These will provide a high degree of applying economical and ecological advantages as well as of practicability. Water, ionic liquids, and solvent-less syntheses as well as use of various forms of energy as microwave and ultrasonic irradiation are examined and discussed.
Eine neue Schutzgruppentechnik unter Verwendung von s-Halogenalkoxycarbonyl-Gruppen wird vorgeste... more Eine neue Schutzgruppentechnik unter Verwendung von s-Halogenalkoxycarbonyl-Gruppen wird vorgestellt und ihre Nutzlichkeit anhand zweier Peptidsynthesen bewiesen. Die Abspaltung der Schutzgruppen erfolgt selektiv mit supernukleophilem Kobalt(I)-phthalocyanin uber einen Alkylierungs-, Fragmentierungsmechanismus unter sehr schonenden Bedingungen. Fragmentations with Supernucleophiles, VIII. —Cleavage of β-Halogenated Urethanes by Co-balt(I)-phthalocyanine; a New Amino Protecting Group Technique for Peptide Syntheses1 A new protecting group technique, using s-haloalkoxycarbonyl groups is presented and tested in two peptide syntheses. These protection groups are removed selectively and under mild conditions by the supernucleophilic cobalt(I)-phthalocyanine. The mechanism of this reaction consists in an alkylation step, followed by fragmentation.
Journal of Chemical Engineering And Bioanalytical Chemistry
A synthesis efficiency algorithm is essential for the evaluation of complex syntheses in chemistr... more A synthesis efficiency algorithm is essential for the evaluation of complex syntheses in chemistry and life sciences. It must also be based on concrete and reliable criteria. Such an algorithm has been developed to precisely evaluate even highly complex syntheses and determine their synthesis efficiency Eff synt. The mathematical operations are highly suitable for electronic data processing (EDP). This algorithm can also be used as a basis for fair cost assessment of complex chemical syntheses.