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31P NMR spectrum of the crude sample.
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We have reacted catalyst 1 with most of the reagents (and combinations thereof) used in the synthesis of 2b, including some of the possible impurities that can be present in these starting materials. For example, acetone, tert-butyl alcohol, benzaldehyde, and 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolinium chloride all failed to react with 1, under the conditions used for the synthesis of 2b, to produce hydride complexes. Interestingly, triethyl orthoformate, particularly in the presence of a base, produced modest amounts of complex 4.
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