Uploaded July 2025 | Updated September 2026, 2 weeks ago

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Sometimes chemistry gives us the gift of crazy bonds which break the mold of what we normally think is possible. Sometimes these unusual modes of bonding enable transformations which are actually synthetically useful, as in the case of heptahydrotriborane, Ph3SN, and benziodoxoles.

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References:
Activating Pyridines Using B3H7 - doi.org/10.1039/d4sc03109a
Preparation of KB3H8 - doi.org/10.1002/anie.201812795
Functionalization of Quinolines - doi.org/10.1021/acs.orglett.4c04713
Coupling Cyclopropenes - doi.org/10.1021/jacs.4c10996
Sulfenyl Nitrenes/skeletal editing - doi.org/10.1126/science.adp0974
deprotection of N-Ts - doi.org/10.1021/jo00872a013
Selectfluor S-F - doi.org/10.1016/S0040-4039(03)01547-8
PhLi - doi.org/10.1021/jo9703919
NH to NBr - doi.org/10.1016/0040-4020(77)80226-3
TBAF - doi.org/10.1246/cl.1992.1433
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