2020
DOI: 10.1002/ejoc.201901898
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Calix[6]arene Derivatives with Differently Modified Bridges

Abstract: A calix[6]arene derivative where all methylene bridges have been formally replaced by two different types of groups (carbonyl and bromomethylene, 7), was prepared via bromination (NBS, CH2Cl2, irradiation) of a diketocalix[6]arene. Reaction of all‐trans 7 with MeOH afforded the all‐trans decamethoxy ether calix[6]arene derivative.

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(2 citation statements)
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“…Very recently, a calix[6]arene derivative bearing two distal carbonyl and four bridges monobrominated was synthesized and structurally characterized as the chiral all‐trans isomer [60] . It was observed that solvolysis of macrocycle 14 a in methanol resulted in replacement of the bromines by methoxy groups to afford the all‐trans product 14 b .…”
Section: Upper Rim Direct C‐h Functionalizationmentioning
confidence: 99%
See 1 more Smart Citation
“…Very recently, a calix[6]arene derivative bearing two distal carbonyl and four bridges monobrominated was synthesized and structurally characterized as the chiral all‐trans isomer [60] . It was observed that solvolysis of macrocycle 14 a in methanol resulted in replacement of the bromines by methoxy groups to afford the all‐trans product 14 b .…”
Section: Upper Rim Direct C‐h Functionalizationmentioning
confidence: 99%
“…[59] Very recently, a calix [6]arene derivative bearing two distal carbonyl and four bridges monobrominated was synthesized and structurally characterized as the chiral all-trans isomer. [60] It was observed that solvolysis of macrocycle 14 a in methanol resulted in replacement of the bromines by methoxy groups to afford the all-trans product 14 b. In addition, tetrabromodioxocalix [6]arene could be used as a starting material for the preparation of calix [6]arenes with two types of modifications at the methylene bridges (Scheme 14).…”
Section: Direct Cà H Functionalization At Meso-position Of Calix[4]an...mentioning
confidence: 99%