4.8 Article

Stimuli-Responsive B/N Lewis Pairs Based on the Modulation of B-N Bond Strength

Journal

ORGANIC LETTERS
Volume 20, Issue 20, Pages 6467-6470

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02774

Keywords

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Funding

  1. National Natural Science Foundation of China [21501011, 21701011, 21772012, 21571017]
  2. Natural Sciences and Engineering Research Council of Canada [RGPIN1193993-2013]

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A series of robust organoboranes with electronically tunable functionality of B/N Lewis pairs has been achieved. These compounds feature a B/N-containing core in which the interactions between the B and N atoms are modulated as a result of the structural flexibility of the nonconjugated backbone. Examination of the substituent effects of the Lewis base moiety reveals that bulky or aryl substituents favor the dynamic switching of the B-N bond in response to external stimuli, such as heat or mechanical pressure, leading to emission color modulation. This work provides a new, straightforward proof of concept toward new switchable materials design based on tunable electronic interactions.

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