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A cage compound derived from cyclotriveratrylene and diphenylglycoluril sub-units

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TLDR
To diphenylglycoluril (2), four aliphatic chains were attached, each with a vanillyl alcohol group at the end as discussed by the authors, and three of them cyclized to form a cyclotriveratrylene unit.
Abstract
To diphenylglycoluril (2), four aliphatic chains were attached, each with a vanillyl alcohol group at the end. In an acid-catalyzed reaction, three of the vanillyl alcohol groups cyclize to form a cyclotriveratrylene unit. The resulting compound (3) has a well-defined cavity and a free, func- tionalized arm. Cyclization of four vanillyl alcohol groups (5) does not occur, probably for steric reasons.

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Journal ArticleDOI

Emergence of Hemicryptophanes: From Synthesis to Applications for Recognition, Molecular Machines, and Supramolecular Catalysis

TL;DR: Hemmicryptophanes are revealed to be inherently chiral ditopic host compounds, able to encapsulate various guests, including charged and neutral species, and enter the field of stimuli-responsive supramolecular systems exhibiting controlled functions.
Book ChapterDOI

Cyclotriveratrylenes and cryptophanes: Their synthesis and applications to host-guest chemistry and to the design of new materials

TL;DR: A review of the recent developments of the chemistry of cyclotriveratrylenes and cryptophanes, and their use in the study of host-guest interactions is given in this paper.
Journal ArticleDOI

Chiral trialkanolamine-based hemicryptophanes: synthesis and oxovanadium complex.

TL;DR: A novel class of chiral hemicryptophane hosts has been synthesized in diastereoisomerically pure form and displayed two pairs of mirror-image CD spectra, which were used to determine their absolute configuration.
Journal ArticleDOI

The cooperative effect in ion-pair recognition by a ditopic hemicryptophane host.

TL;DR: The heteroditopic hemicryptophane 1, which bears a tripodal anion binding site and a cation recognition site in the molecular cavity, proved to be an efficient ion-pair receptor.
Journal ArticleDOI

Controlling helical chirality in atrane structures: solvent-dependent chirality sense in hemicryptophane-oxidovanadium(V) complexes.

TL;DR: Determination of the activation parameters provides evidence for a concerted, rather than a stepwise, interconversion mechanism with entropies of -243 and -272 J mol (-1) K(-1) for (P)-(S,S,Lambda)-3 and (M-S, S-S)-4, respectively.
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Q1. What are the contributions in this paper?

To diphenylglycoluril ( 2 ), four aliphatic chains were attached, each with a vanillyl alcohol group at the end this paper.