Poly(anthrylentrimethylene) und 9,10‐überbrückte Anthracene durch reduktive Alkylierung

Bender, D.; Unterberg, Heinz; Müllen, Kläus

doi:10.1002/ange.19860980510

Cited by 19 publications

(4 citation statements)

References 10 publications

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“…Bis(anthryl)alkane 6 sind ausgehend von Dihydroanthracen15 oder Anthron16 in nur zwei Stufen zugänglich. Wir verbesserten durch direkte Birch‐Reduktion und Alkylierung von Anthracen die Synthese im Hinblick auf Ausbeuten und Ausgangsverbindung geringfügig (siehe die Hintergrundinformationen).…”

Section: Methodsunclassified

Nanoporosity, Inclusion Chemistry, and Spin Crossover in Orthogonally Interlocked Two‐Dimensional Metal–Organic Frameworks

Romero‐Morcillo

Pinta

Callejo

et al. 2015

Chemistry A European J

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[Fe(tvp)2 (NCS)2 ] (1) (tvp=trans-(4,4'-vinylenedipyridine)) consists of two independent perpendicular stacks of mutually interpenetrated two-dimensional grids. This uncommon supramolecular conformation defines square-sectional nanochannels (diagonal≈2.2 nm) in which inclusion molecules are located. The guest-loaded framework 1@guest displays complete thermal spin-crossover (SCO) behavior with the characteristic temperature T1/2 dependent on the guest molecule, whereas the guest-free species 1 is paramagnetic whatever the temperature. For the benzene-guest derivatives, the characteristic SCO temperature T1/2 decreases as the Hammet σp parameter increases. In general, the 1@guest series shows large entropy variations associated with the SCO and conformational changes of the interpenetrated grids that leads to a crystallographic-phase transition when the guest is benzonitrile or acetonitrile/H2 O.

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Section: Methodsunclassified

Nanoporosity, Inclusion Chemistry, and Spin Crossover in Orthogonally Interlocked Two‐Dimensional Metal–Organic Frameworks

Romero‐Morcillo

Pinta

Callejo

et al. 2015

Chemistry A European J

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“…Bis(anthryl)alkanes 6 are available from dihydroanthracene15 or anthrone16 in only two steps. We slightly improved the synthesis in terms of yields and starting materials by direct Birch reduction and alkylation of anthracene (see the Supporting Information).…”

Section: Methodsmentioning

confidence: 99%

Evidence for an Oxygen Anthracene Sandwich Complex

Klaper

Linker

2013

Angew Chem Int Ed

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“…Instead of reacting as an electrophilic bromoalkane, the primary product 7 may be deprotonated by the base present in the solution to yield 8 which is both a nucleophile and an electrophile. The intramolecular alkylation of 8 would afford the trimethylenebridged dihydroanthracene 11 16,25,26); on the other hand, intermolecular alkylation could occur between 8 and 1,3-dibromopropane or between two equivalents of 8, thus initiating, again, the formation of an oligo(dihydroanthry1ene-trimethylene) chain.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of oligomeric chains with 9,10‐dihydroanthracene units by carbanion alkylation

et al. 1988

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Deprotonation of 9,lO-dihydroanthraane (2) dords the monoanion 6 which is subjected to allcylation reactions with mono and bifunctional electrophiles. Crucial intermediates in syntheses using 6 are 9-(3-bromopropyl)-9,lO-dihydroanthracene (7) and 1,sbis(9,1O-dihydro-9-anthry-l)propane (9) since they provide access to linear oligomers in which 9,lOdihydroanthracene units an linked by trimethylene groups. The alkylation processes of these species can be extended to the structurally related polymer 4. The regio-and stereoselectivity of the alkylation reactions are investigated by 'H-and j3GNMR spectroscopy.

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Poly(anthrylentrimethylene) und 9,10‐überbrückte Anthracene durch reduktive Alkylierung

Abstract: Polymere 1 mit Anthraceneinheiten oder überbrückte Anthracene 2 nach Wahl sind aus Anthracen‐Carbanionen und 1,n‐Dibromalkanen erhältlich. Als Schlüsselzwischenstufe fungiert das Carbanion 3, das sowohl elektrophile als auch nucleophile Eigenschaften hat.

Cited by 19 publications

References 10 publications

Nanoporosity, Inclusion Chemistry, and Spin Crossover in Orthogonally Interlocked Two‐Dimensional Metal–Organic Frameworks

Nanoporosity, Inclusion Chemistry, and Spin Crossover in Orthogonally Interlocked Two‐Dimensional Metal–Organic Frameworks

Evidence for an Oxygen Anthracene Sandwich Complex

Synthesis of oligomeric chains with 9,10‐dihydroanthracene units by carbanion alkylation

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