Di(lithiomethyl)benzenes from di(chloromethyl)benzenes by a DTBB-catalysed lithiation under Barbier-type conditions

Tetrahedron

Volumn 53, Issue 40, 1997, Pages 13897-13904

  Gómez, Cecilia ^a   Huerta, Fernando F ^a   Yus, Miguel ^a  

^a UNIVERSITY OF ALICANTE   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0343742629     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00878-8     Document Type: Article

References (40)

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34. This yield was determined by GLC.
35. This behaviour has been observed in other attemps to generate dianions of type I by deprotonation. See, for instance: (a) Reference 4a, p. 66.(b) Reference 4c, p. 210. (c) Ogle, C. A., M. S. Thesis, University of Arizona, 1980 (taken from reference 4a, p. 66, reference no. 661). In addition, this behaviour was also observed in the catalysed lithiation of 1,2-di(mesyloxymethyl)benzene (see reference 2c).
36. -1 (armonic region) appear; see, for instance: Conley, R. T. Infrared Spectroscopy, 2nd Edn.; Allyn & Bacon: Boston, 1972, Chapter 5.
37. rd Edn.; Pergamon Press: New York, 1988.
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39. + signal.
40. Both diastereomers gave different reaction times in GLC, so the corresponding mass spectra are given from tandem GLC-MS.