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Reaction of an Introverted Carboxylic Acid with Carbodiimide. | LitMetric

AI Article Synopsis

  • The paper reviews how carboxylic acids interact with carbodiimides in chemical reactions.
  • It introduces the concept of an "introverted" carboxylic acid, which uses a unique structure to trap reactive intermediates during these reactions.
  • The reaction between this introverted acid and diisopropyl carbodiimide can lead to the formation of either O-acylisourea or N-acylurea, depending on the conditions.

Article Abstract

The reaction of carboxylic acids with carbodiimides is reviewed, and an "introverted" carboxylic acid is proposed as a means of trapping reactive intermediates along the reaction pathway. The introverted acid is a cavitand with the carboxylic function directed toward the floor of the cavity. Its reaction with diisopropyl carboodiimide gives a covalent adduct that is either the elusive O-acylisourea or the commonly encountered N-acylurea.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2031843PMC
http://dx.doi.org/10.1016/j.tet.2007.03.075DOI Listing

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