Frustrated Lewis Pair based on a peri‐Substituted Biphenylene Scaffold

2018/05/09 by Felix Kutter, Enno Lork, Jens Beckmann
Chemistry · #Coordination Chemistry and Organometallics #Organoboron and organosilicon chemistry #Synthesis and characterization of novel inorganic/organometallic compounds

paper · doi:10.1002/zaac.201800160

openalex publication_date 2018/05/09 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28

Abstract

Starting from 1,8‐dibromo‐biphenylene, [1‐(bromo)biphenylen‐8‐yl]diphenylphosphine ( 1 ) and [1‐(diphenylphosphanyl)biphenylen‐8‐yl]dimesitylborane ( 2 ) were prepared by sequential metal / halide exchange and salt metathesis reactions. The phosphinoborane 2 comprises a frustrated Lewis pair (FLP) mounted on a peri ‐substituted biphenylene scaffold with a P ··· B distance of 4.100(3) Å. Attempts to capture dihydrogen and carbon dioxide failed, presumably due to the insufficient Lewis acidity of the dimesityl borane group. Compounds 1 and 2 were characterized by heteronuclear NMR spectroscopy and X‐ray crystallography.

Citations

• WinGXsuite for small-molecule single-crystal crystallography
• Single-crystal structure validation with the programPLATON

Related

• Reactivity of an Ortho‐Phenylene‐Bridged Al/P Frustrated Lewis Pair toward Small Molecules
• Silylene-stabilized neutral dibora-aromatics with a B═B bond
• Relaxed but highly compact diansa metallacyclophanes
• Reactions of a Ga/P‐Based Frustrated Lewis Pair with H X ( X = F – I), Heterocumulenes R –NC Y ( Y = O, S) and Chalcogens–Adduct Formation and Surprising Stability towards Protolysis
• Generation of Benzyne Species from Diphenylphosphoryl Derivatives: Simultaneous Exchange of Three Functional Groups