ORGLIST: Bisarylmethanes from deactivated aromatic compounds

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From: Michał Kędzierski (micked$##$ichp.waw.pl)
Date: Wed Apr 26 2000 - 10:41:35 EDT

Hello,

I am looking for the answers to the following questions:

1. Does anyone know some convenient method for preparation of
bisarylmethanes
      of general formula X-Ar-CH2-Ar-X, where X is an deactivating,
meta-directing group
      (like sulfonic or phosphonic acid). ?

   The second question is relative to the first one:

2. Searching Beilstein I have found some examples (e.g. for benzoic
acid), where reaction with formaldehyde
      leading to bisarylmethanes was carried out in the concentrated
sulfuric acid medium.
      The products were precipitated by the addition of water.
      But how to separate water soluble bisarylmethanes containing
phosphoric or phosphonic acid groups
      (quite strong acids , pKa about 1 and 2, respectively) from its
solutions in concentrated sulfuric acid ?

Thank you in advance for any suggestions

Michal Kedzierski
Industrial Chemistry Research Institute,
ul.Rydygiera 8, Warsaw, Poland

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