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Paradigm Challenge  /  Biology

A universally accepted rule of chemical structures was just proven wrong after scientists realized they were looking at the wrong atoms for decades.

Carboranes are specialized molecules used in everything from medicine to advanced materials. For years, the crystal structures of these molecules were interpreted as having specific attachments on carbon atoms. New high-level computations have revealed that these attachments are actually on boron atoms instead. This correction overturns decades of research and textbooks that accepted the previous models as absolute fact. It shows that even in a field as precise as chemistry, fundamental errors can hide in plain sight for a long time. This new understanding will force researchers to rethink how they design and use these critical molecules.

Original Paper

Carboranes with endo substituents: To B or not to B, that is the question

Mark A. Fox

SSRN  ·  6731121

The reported crystal structures for 8-endo-EMe2Cl-9-SMe2-7,8-C2B9H10 (E = Si or Ge) contain the endo-substituent at the carbon atom of the open face. These geometries contrast with the universally accepted view that endo substituents are attached to boron atoms in carboranes. Here, hybrid DFT computations demonstrate that the two C atoms at 8 and 9 positions are the B atoms in the crystal structures. Endo-substituents are indeed attached to B not to C in carboranes containing the C2B9 framework