The selective functionalisation and difunctionalisation of p-substituted calix[6]arene and calix[8]arenes using hydrophilic moieties

Literature Information

Publication Date 2002-12-19
DOI 10.1039/B208649M
Impact Factor 3.876
Authors

Gwénaëlle Hervé, Dirk Uwe Hahn, Anne-Cécile Hervé, Kerry J. Goodworth, Alison M. Hill, Helen C. Hailes


View Original

Abstract

Methodologies to access water soluble large ringed calixarenes in good yield using efficient synthetic procedures have been investigated. Symmetrical partial functionalisations at the lower rim are described using activated [n]ethylene glycol chains and the addition behaviour contrasted with that of bromoalkanenitriles which proceeds with no observed regioselectivity. Full functionalisations of the calixarenes bearing hydrophilic groups are then investigated and a two-step procedure established which appears to be generally applicable for the addition of different [n]ethylene glycol chains. Furthermore, difunctionalisation under different reaction conditions are described. Throughout, strategies for the characterisation of these high mass compounds are outlined.

Related Literature

Combination of Pd/C and Amberlyst-15 in a single reactor for the acid/hydrogenating catalytic conversion of carbohydrates to 5-hydroxy-2,5-hexanedione

Fei liu, Maïté Audemar, Karine De Oliveira Vigier, Jean-Marc Clacens, Floryan De Campo, François Jérôme

2014-07-25 Communication

DOI: 10.1039/C4GC01158A

Gold supported on titania for specific monohydrogenation of dinitroaromatics in the liquid phase

Shuang-Shuang Liu, Xiang Liu, Lei Yu, Yong-Mei Liu, He-Yong He, Yong Cao

2014-06-26 Paper

DOI: 10.1039/C4GC00869C

Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: enhancement of the reaction rate and selectivity by a base

Lin Wang, Zhi-Gang Ma, Xiao-Jing Wei, Qing-Yuan Meng, Deng-Tao Yang, Shao-Fu Du, Zi-Fei Chen, Li-Zhu Wu, Qiang Liu

2014-06-18 Communication

DOI: 10.1039/C4GC00337C

Towards non-toxic solvents for membrane preparation: a review

A. Figoli, T. Marino, S. Simone, E. Di Nicolò, X.-M. Li, T. He, S. Tornaghi, E. Drioli

2014-07-03 Tutorial Review

DOI: 10.1039/C4GC00613E

Front cover

Cover

DOI: 10.1039/C4GC90029D

Selective conversion of lignin in corncob residue to monophenols with high yield and selectivity

Zhicheng Jiang, Ting He, Jianmei Li, Changwei Hu

2014-06-30 Paper

DOI: 10.1039/C4GC00620H

Influence of precursor type on non-toxic hybrid inks for high-efficiency Cu2ZnSnS4 thin-film solar cells

Kyujin Kim, Inhyuk Kim, Yunjung Oh, Daehee Lee, Kyoohee Woo, Sunho Jeong, Jooho Moon

2014-07-10 Paper

DOI: 10.1039/C4GC00896K

Sustainable polyacetals from isohexides

B. S. Rajput, S. R. Gaikwad, S. K. Menon, S. H. Chikkali

2014-04-25 Paper

DOI: 10.1039/C4GC00543K

A survey of solvent selection guides

Denis Prat, John Hayler, Andy Wells

2014-07-29 Paper

DOI: 10.1039/C4GC01149J

You might also like

Compound Q&A

How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?

2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...

615-45-22-Methylbenzene-1,4-...
Compound Q&A

Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?

(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...

132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A

What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?

(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...

871826-15-2(6-Chloropyridazin-3...
Compound Q&A

What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?

2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...

77772-72-62-Fluoro-3-methylphe...
Compound Q&A

What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?

When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...

177476-75-43-Methoxy-4-nitroben...
Compound Q&A

What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?

When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...

211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A

What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?

4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...

90347-86-74-Ethynylbenzamide
Compound Q&A

What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?

3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...

186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A

What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?

(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...

500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A

What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?

Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...

102196-18-92-[4-(Hydroxymethyl)...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.