In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis, published in 2020-06-19, which mentions a compound: 36620-11-8, mainly applied to bisdinaphthodioxaphosphepinyl diazacrown ether preparation ligand rhodium catalyzed hydroformylation hydrogenation; amino acid ester amide enantioselective preparation; alpha methyl arylacetaldehyde regioselective enantioselective preparation; rhodium bisdinaphthodioxaphosphepinyl diazacrown ether catalyst enantioselective hydrogenation hydroformylation; enamide enamino ester enantioselective hydrogenation bisdinaphthodioxaphosphepinyl diazacrown ligand; regioselective enantioselective hydroformylation styrene rhodium bisdinaphthodioxaphosphepinyl diazacrown ligand catalyst, Electric Literature of C14H8BF4Rh.
Nonracemic bis(dinaphthodioxaphosphepinyl)diaza-crown ethers such as I and II were prepared as ligands for rhodium-catalyzed enantioselective hydrogenation reactions of enamidoesters and enamides and for rhodium-catalyzed regioselective and enantioselective carbonylation reactions of styrenes. The ligands showed distinct activities and enantioselectivities in rhodium-catalyzed asym. hydrogenation and hydroformylation reactions. In enantioselective hydrogenation reactions using Rh(norbornadiene)2BF4 as the metal catalyst, I and II yielded N-acetyl amino esters with opposite absolute configurations. In rhodium-catalyzed hydroformylation reactions in the presence of Rh(acac)(CO)2 and II, the addition of sodium tetrakis(3,5-bis(trifluoromethyl)phenyl)borate reversed the enantioselectivity of hydroformylation and increased it significantly.
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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider