Synthese, struktur und eigenschaften neuer Übergangsmetallkomplexe des 9,10-dihydro-9,10-dimethyl-9,10-diboraanthracens

Müller, Péter; Gangnus, Bernd; Pritzkow, Hans; Schulz, Hans‐Joachim; Stephan, Martin; Siebert, Walter

doi:10.1016/0022-328x(94)05101-g

Cited by 20 publications

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“…The bis‐borane scaffold 9,10‐dimethyl‐9,10‐dihydroboranthracene ( 10 ) was selected as the catalyst . It showed the desired performance in the computational screening and is synthetically easily accessible . The results indicated the desired binding properties and a decrease of the LUMO level of phthalazine ( 7 ) by 1.4 eV (Figure a).…”

Section: Bidentate Lewis Acid Catalysis By the Activation Of The Starmentioning

confidence: 99%

Bis‐Boron Compounds in Catalysis: Bidentate and Bifunctional Activation

Schweighauser

Wegner

2016

Chemistry A European J

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The development of metal-free catalysts as an alternative to the use of transition metals has gained tremendous interest in the past. In catalysis, Lewis acidity is one of the major principles used for the activation of organic compounds. Improving the reactivity and selectivity of Lewis acids by utilizing bidentate interactions was already proposed 50 years ago. Nevertheless, product inhibition due to strong binding has made applications of bidentate Lewis acids challenging for many years. Recently, bis-boron compounds have been found to be very effective and several applications in Diels-Alder reactions, carbon dioxide reduction, and ammonia-borane dehydrogenation were reported. All three transformations are enabled by the catalyst at different stages during the course of the reaction. These new and useful examples illustrate the great potential of the concept.

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Section: Bidentate Lewis Acid Catalysis By the Activation Of The Starmentioning

confidence: 99%

Bis‐Boron Compounds in Catalysis: Bidentate and Bifunctional Activation

Schweighauser

Wegner

2016

Chemistry A European J

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“…Ausgehend von den Halogen-Derivaten l a bzw. lb sind Diorganyl-substituierte Dihydrodiboraanthracene zugänglich, von denen l c sich durch günstige Ligandeigenschaften auszeichnet [5][6][7][8][9], In den M etallkomplexen wirkt l c als ^-D onator und als guter Elektronenakzeptor, was erheblich zur Stabilisierung der Metallkomplexe beiträgt. Im folgenden berichten wir über die Synthese neuer Organyl-und Amino-Derivate von 1 sowie über * Sonderdruckanforderungen an Prof. Dr. W. Siebert.…”

Section: Introductionunclassified

Synthese und Strukturen von 9,10-Dihydro-9,10-diboraanthracen-Derivaten / Synthesis and Structures of 9,10-Dihydro-9,10-diboraanthracene Derivatives

Müller

Huck

Köppel

et al. 1995

Zeitschrift Für Naturforschung B

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9.10-Dihydro-9.10-diboraanthracenes, Organoboranes. ElectrochemistryA series o f alkyl and amino derivatives of the tricyclic organoborane system 9,10-dihydro-9.10-diboraanthracene was synthesized and examined. The reactions o f 9,10-dichlor-9,10-dihydro-9,10-diboraanthracene ( l a ) with suitable reagents yield the corresponding alkyl, aryl or amino derivatives lc -h , respectively. The compounds have been characterized by 'H, 13C and 1!B NM R spectroscopy. X-ray structure analyses have shown that the amino derivatives have bent structures, while the H 2N compound lh is planar. Calculations were carried out to study the reasons for the deformation of som e o f the amino-substituted derivatives. These calculations indicate that steric reasons are responsible for the deformation. Electrochemical investigations show reversible reductions of the dimethyl derivative l c leading to the radical anion and the dianion. Both anions have been structurally characterized by X-ray diffraction studies.

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“…[36][37][38] It showed the desired performance in the computationals creening and is synthetically easily accessible. [39][40][41][42][43][44] The results indicated the desired binding properties and ad ecrease of the LUMO level of phthalazine (7) by 1.4 eV (Figure 2a). Although the same effects as for phthalazine (7)w ere also computed for pyridazine, experimentali nvestigation showed that the IEDDA reaction is not proceeding, probablyd ue to the high aromatic stabilization.T he bidentate binding mode was not only examined with computational methods but could also be confirmed by X-ray analysis ( Figure 2b).…”

Section: Bidentate Lewis Acid Catalysis By the Activation Of The Starmentioning

confidence: 99%

ChemInform Abstract: Bis‐boron Compounds in Catalysis: Bidentate and Bifunctional Activation

Schweighauser

Wegner

2016

ChemInform

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Synthese, struktur und eigenschaften neuer Übergangsmetallkomplexe des 9,10-dihydro-9,10-dimethyl-9,10-diboraanthracens

Cited by 20 publications

References 0 publications

Bis‐Boron Compounds in Catalysis: Bidentate and Bifunctional Activation

Bis‐Boron Compounds in Catalysis: Bidentate and Bifunctional Activation

Synthese und Strukturen von 9,10-Dihydro-9,10-diboraanthracen-Derivaten / Synthesis and Structures of 9,10-Dihydro-9,10-diboraanthracene Derivatives

ChemInform Abstract: Bis‐boron Compounds in Catalysis: Bidentate and Bifunctional Activation

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