922499-04-5

Basic information

• Product Name: [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)6
• Synonyms: [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)6
• CAS NO: 922499-04-5
• Molecular Weight: 521.091
• Mol File: 922499-04-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)6(CAS DataBase Reference)
• NIST Chemistry Reference: [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)6(922499-04-5)
• EPA Substance Registry System: [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)6(922499-04-5)

Safety Data

• Hazardous Substances Data: 922499-04-5(Hazardous Substances Data)

Upstream product

• 922499-00-1 N,N-(ClCH₂)2NC₆H₄CO₂Me-p 

Downstream Products

• 1384938-00-4 [((μ-SCH2)2NC6H4CO2Me-p)Fe2(CO)5(p-Ph2PC6H4CHO)] 
• 1017610-30-8 [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)4(dppe) 
• 1017610-28-4 [(μ-SCH2)2N(C6H4CO2Me-p)]Fe2(CO)5(Ph3P) 

Relevant articles and documents

Synthesis, structure and electrochemical properties of N-substituted diiron azadithiolates as active site models of Fe-only hydrogenases

As biomimetic models for the active site of Fe-only hydrogenases,six newN-substituted diiron azadithiolates (ADT) were prepared.Treatment of CH 2 Cl 2 solutions of primary amines RNH 2 with paraformaldehyde followed by an excess of SOCl 2 gave N,N-bis(chloromethyl)amines RN(CH 2 Cl) 2 (1,R = CH 2 CO 2 Et;2,C 6 H 4 C(O)Me-p;3,C 6 H 4 CO 2 Me-p;4,C 6 H 4 SCN-p) in30-90percent yields.Further treatment of the chloromethylated amines 1- 4 with (μ-LiS) 2 Fe 2 (CO) 6 in THF resulted in formation of the corresponding N-substituted ADT-type models [(μ-SCH 2 ) 2 NR]Fe 2 (CO) 6 (5,R = CH 2 CO 2 Et;6,C 6 H 4 C(O)Me-p;7,C 6 H 4 CO 2 Me-p;8,C 6 H 4 SCN-p) in 24-75percent yields.Also prepared were the N-substituted models[(μ-SCH 2 ) 2 NC(O)CH 2 C 10 H7 -α]Fe 2 (CO) 6 (9) and 1,4-[Fe 2 (CO) 6 (μ- SCH 2 ) 2 NC(O)] 2 C 6 H 4 (10) by reaction of CH 2 Cl 2 solutions of [(μ-SCH 2 ) 2 NH]Fe 2 (CO) 6 with α-C 10 H 7 CH 2 COCl and 1,4-C 6 H 4 (COCl) 2 in 81percent and28percent yields, respectively. All the new compounds 1-10 were charact erized by elemental analysis and spectroscopy, as well as for 5-7 and 9 by X-ray crystallography. The crystallographic studies indicated that the functionality of 5 attached to the bridged N atom lies in an equatorial position, whereas those of functionalities of 6, 7, and 9 are located in an axial position. This is presumably due to different electronic andsteric effects between the N-substituted aliphatic and aromatic functio nalities. More interestingly, model 7 has been found to be a catalyst for proton reduction in the presence of either strong acid CF 3 CO 2 H or weak acid HOAc under electrochemical conditions. In addition, two mechanisms ECCE and EECC are preliminarily suggested for such two electrocatalytic H 2 production processes, respectively.