Substituent effects on the structure and supramolecular assembly of bis(dioxaborole)s derived from 1,2,4,5-tetrahydroxybenzene

Crystal Growth and Design

Volumn 6, Issue 6, 2006, Pages 1274-1277

  Niu, Weijun ^a   Smith, Mark D ^a   Lavigne, John J ^a  

^a UNIVERSITY OF SOUTH CAROLINA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33745711846     PISSN: 15287483     EISSN: None     Source Type: Journal    
DOI: 10.1021/cg0601148     Document Type: Article

References (26)

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15. Typical experimental procedure as shown for the synthesis of 1: To a mixture of 0.1322 g (0.9303 mmol) of freshly prepared 1,2,4,5- tetrahydroxybenzene and 0.2199 g (1.803 mmol) of phenyl boronic acid in a flask fitted with a Dean-Stark trap, 75 mL of toluene was added. Under argon protection, this resulting solution was refluxed overnight to yield a white cloudy solution, which was then cooled to room temperature. The white precipitate formed was separated by simple filtration and washed with acetonitrile. The resulting solid was vacuum-dried overnight to yield 0.2695 g (95%) of 1 as a white solid. Compound 2 was obtained as a white solid in 81% isolated yield after drying (0.2743 g). Compound 3 was obtained as a white solid in 71% isolated yield after drying (0.1455 g).
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17. 3, T = 150(1) K, Z = 1, 1841 independent reflections measured, final R1 = 0.0362, and wR2 = 0.0951 (I > 2σ(I)).
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