A Strategy to Control the Reactivation of Frustrated Lewis Pairs from Shelf‐Stable Carbene Borane Complexes. Issue 40 (28th August 2015)

• Record Type: Journal Article
• Authors: Hoshimoto, Yoichi; Kinoshita, Takuya; Ohashi, Masato; Ogoshi, Sensuke
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 40(2015)
• Page Start: 11666
• Page End: 11671
• Publication Date: 2015-08-28
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201505974
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>N‐Phosphine oxide substituted imidazolylidenes (PoxIms) have been synthesized and fully characterized. These species can undergo significant changes to the spatial environment surrounding their carbene center through rotation of the phosphine oxide moiety. Either classical Lewis adducts (CLAs) or frustrated Lewis pairs (FLPs) are thus formed with B(C₆F₅)₃ depending on the orientation of the phosphine oxide group. A strategy to reactivate FLPs from CLAs by exploiting molecular motions that are responsive to external stimuli has therefore been developed. The reactivation conditions were successfully controlled by tuning the strain in the PoxIm–B(C₆F₅)₃ complexes so that reactivation only occurred above ambient temperature.</p> </abstract>