Synthetic and Structural Exploration of [24]Tetrathiacalix[2]arene[2]pyrimidines | Zendy

Mahendra P. Sonawane | Zendy; Kristof Van Hecke | Zendy; Jeroen Jacobs | Zendy; Joice Thomas | Zendy; Luc Van Meervelt | Zendy; Wim Dehaen | Zendy; Wim Van Rossom | Zendy

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Synthetic and Structural Exploration of [2₄]Tetrathiacalix[2]arene[2]pyrimidines

Author(s) -

Mahendra P. Sonawane,

Kristof Van Hecke,

Jeroen Jacobs,

Joice Thomas,

Luc Van Meervelt,

Wim Dehaen,

Wim Van Rossom

Publication year - 2012

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo301321w

Subject(s) - chemistry , pyrimidine , sulfur , stereochemistry , bridging (networking) , crystallography , organic chemistry , computer network , computer science

A novel class of two atom bridged metacyclophanes-[2(4)]thiacalix[2]arene[2]pyrimidines-has been synthesized via a straightforward S(N)Ar reaction. The conformational properties and intra-annular dimensions of the [2(4)]thiacalix[2]arene[2]pyrimidines were evaluated by X-ray structure analysis and compared with known homothia- and thiacalixarenes. Post-macrocyclization oxidation of the bridging sulfur moieties resulted in a [2(4)]sulfonylcalix[2]arene[2]pyrimidine, which gave access to an unexplored cavity size among sulfonylcalixarenes.

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