Photochemistry of Styrylcalix[4]arenes

Mastalerz, Michael; Hüggenberg, Wiebke; Dyker, Gerald

doi:10.1002/ejoc.200600265

Cited by 15 publications

(12 citation statements)

References 54 publications

(17 reference statements)

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“…Suitable crystals grown from toluene/pentane showed no clathrated solvent molecules. The peripheral phenyl unit is endo oriented, with an average distance to one of the proximal meta ‐protons of about 3.48 Å, in agreement with the typical range of CH–π interactions 16,17…”

Section: Resultssupporting

confidence: 66%

Oligophenylcalix[4]arenes as Potential Precursors for Funnelenes and Calix[4]triphenylenes: Syntheses and Preliminary Cyclodehydration Studies

et al. 2006

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The concept for a new class of nonplanar polyaromatic hydrocarbons — the funnelenes — is presented. Retrosynthetic considerations lead to polyphenyl‐ and oligophenylcalix[4]arenes as potential precursors. In this paper we describe the synthesis of these calixarenes and the first cyclodehydration studies on a model compound which leads to a hexabenzocoronene derivative. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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Section: Resultssupporting

confidence: 66%

Oligophenylcalix[4]arenes as Potential Precursors for Funnelenes and Calix[4]triphenylenes: Syntheses and Preliminary Cyclodehydration Studies

et al. 2006

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“…Reaction times depend on concentrations, but Katz’s conditions are often faster than using catalytic amounts of iodine [ 24 ]. Recently, potassium carbonate has also been introduced as a HI-scavenger to prevent ring opening of the alkyl chains [ 25 ] ( Scheme 5 ). Further examples of reactions with Katz-conditions are given in Appendix II .…”

Section: Katz’s Conditionsmentioning

confidence: 99%

Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction

2010

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After Mallory described in 1964 the use of iodine as catalyst for the photochemical cyclisation of stilbenes, this reaction has proven its effectiveness in the synthesis of phenanthrenes, other PAHs and phenacenes with a surprisingly large selection of substituents. The “early age” of the reaction was reviewed by Mallory in 1984in a huge chapter in the Organic Reactions series, but the development has continued. Alternative conditions accommodate more sensitive substituents, and isomers can be favoured by sacrificial substituents. Herein the further developments and applications of this reaction after 1984 are discussed and summarized.

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“…Dyker has used a photocyclisation route to meta ‐ring formation, but it only works well with one aryl ring on the calix[4]arene (Scheme ) . When multiple rings are functionalised, complex mixtures are obtained and poor yields observed .…”

Section: Meta‐functionalisationmentioning

confidence: 99%

Inherently Chiral Calixarenes: Synthesis and Applications

Arnott

2017

Chemistry A European J

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This article looks at the chemistry surrounding the concept of inherently chiral calixarenes (ICCs), whose synthesis and application have only recently being realised. One challenge in the area of ICC chemistry is the sheer breadth and scope for installing different aspects of inherent chirality. The aim of this article is not to cover every known method, but rather to give the reader an overview of the main themes that have emerged in this area, including more recent additions to the literature. This overview will also touch on the very limited reports on the applications of ICCs which give a glimpse into the potential these compounds may have in future studies.

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Photochemistry of Styrylcalix[4]arenes

Cited by 15 publications

References 54 publications

Oligophenylcalix[4]arenes as Potential Precursors for Funnelenes and Calix[4]triphenylenes: Syntheses and Preliminary Cyclodehydration Studies

Oligophenylcalix[4]arenes as Potential Precursors for Funnelenes and Calix[4]triphenylenes: Syntheses and Preliminary Cyclodehydration Studies

Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction

Inherently Chiral Calixarenes: Synthesis and Applications

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