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 HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides, published in 2020-01-31, which mentions a compound: 36620-11-8, mainly applied to alkyl aryl iodide biomass rhodium carbonylation catalyst; furfuryl ester tertiary amide, Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate.
A biomass involved rhodium-catalyzed carbonylative synthesis of furfuryl esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides were obtained in moderate to excellent yields with good functional groups compatibility. Notably, tertiary amines were used as the amine source through a C-N bond cleavage pathway in the absence of addnl. oxidant.
Different reactions of this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate require different conditions, so the reaction conditions are very important.
Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider