35138-22-8

Basic information

• Product Name: Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate
• Synonyms: Bis(1,5-cyclooctadiene)rhodiuM(I) tetrafluoroborate,98% [Rh(COD)2]BF4;Bis(1,5-cyclooctadiene)rhodium(Ⅰ) tetrafluoroborate;Bis(cycloocta-1,5-diene)rhodium(I) tetrafluoroborate;Bis(cycloocta-1,5-dien)rhodium(I)-tetrafluoroborat for synthesis;(1Z,5Z)-cycloocta-1,5-diene,rhodium,tetrafluoroborate;RHODIUM(I) TETRAFLUOROBORATE 1,5-CYCLOOCTADIENE COMPLEX;BIS(CYCLOOCTA-1,5-DIEN)RHODIUM(I)-TETRAFLUOROBORATE;BIS(1,5-CYCLOOCTADIENE)RHODIUM(I) TETRAFLUOROBORATE
• CAS NO: 35138-22-8
• Molecular Formula: BF₄*C₁₆H₂₄Rh
• Molecular Weight: 406.07
• EINECS: 460-220-1
• Product Categories: Rh;organometallic complex
• Mol File: 35138-22-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 210 °C
• Appearance: Red/Powder
• Density: 0.42 g/cm3 (20℃)
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility: insoluble
• Sensitive: Slightly air & moisture sens
• CAS DataBase Reference: Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate(35138-22-8)
• EPA Substance Registry System: Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate(35138-22-8)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-34
• Safety Statements: 16-45-36/37/39-26
• RIDADR: UN 2921
• WGK Germany: 2
• TSCA: No
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 35138-22-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 35138-22-8 differently. You can refer to the following data:
1. Convenient catalyst precursor, for example, with (R,R)QuinoxP* for asymmetric alkylations and hydrogenations. Catalyst precursor with chiral biaryl bisphosphine ligands for [2+2+2] enantioenriched cycloadditions.
2. Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is useful for hydrogenation, isomerization reactions and is also employed as a precursor for asymmetric hydrogenations. Furthermore, it is used in the synthesis of cationic COD-Rhodium complexes with phosphine ligands. In addition, it shows an important application for enantioselective hydrogenation and hydrosilylation.

Chemical Properties

dark red

InChI:InChI=1/2C8H12.BF4.Rh/c2*1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h2*1-2,7-8H,3-6H2;;/q;;-1;+1/b2*2-1-,8-7-;;

Upstream product

• 13826-83-0 ammonium tetrafluroborate 

Downstream Products

• 477282-57-8 RhC₈H₁₂(CH₃)C₆H₅PC₆H₄OP(OC₆H(CH₃)2C₄H₉)2⁽¹⁺⁾*BF₄^(1-)=RhC₈H₁₂(CH₃)C₆H₅PC₆H₄OP(OC₆H(CH₃)2C₄H₉)2BF₄ 
• 352326-64-8 [Rh(COD)-N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine]BF₄ 
• 400772-57-8 [(C₈H₁₂)Rh(C₆H₅P(C₆H₄N(CH₂CH₂OCH₃)2)2)]⁽¹⁺⁾*BF₄^(1-)=[(C₈H₁₂)Rh(C₆H₅P(C₆H₄N(CH₂CH₂OCH₃)2)2)]BF₄ 
• 400772-59-0 [(C₈H₁₂)Rh(C₆H₅P(C₆H₄N(CH₂CH₂OH)2)2)]⁽¹⁺⁾*BF₄^(1-)=[(C₈H₁₂)Rh(C₆H₅P(C₆H₄N(CH₂CH₂OH)2)2)]BF₄ 
• 429679-41-4 [(C₆H₇O₅(CH₃)3)5(C₆H₇O₄(CH₃)2P(C₆H₅)2)2RhC₈H₁₂]⁽¹⁺⁾*BF₄^(1-)=[(C₆H₇O₅(CH₃)3)5(C₆H₇O₄(CH₃)2P(C₆H₅)2)2RhC₈H₁₂]BF₄ 
• 848442-91-1 RhC₈H₁₂(C₆H₅)2PC₆H₄OP(OC₆H(CH₃)2C₄H₉)2⁽¹⁺⁾*BF₄^(1-)=RhC₈H₁₂(C₆H₅)2PC₆H₄OP(OC₆H(CH₃)2C₄H₉)2BF₄ 
• 352326-66-0 [Rh(COD)-N,N-bis[2-(diphenylphosphino)ethyl]benzenamine]BF₄ 
• 1158177-81-1 [Rh(cyclooctadiene)((S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine)(P(C₆H₅)2C₇H₇N₂O)]BF₄ 
• 1158177-79-7 [Rh(cyclooctadiene)((S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)dimethylamine)(P(C₆H₅)3)]BF₄ 
• 1610788-36-7 C₄₅H₅₆O₃P₂Rh⁽¹⁺⁾*BF₄^(1-) 
• 32762-45-1 [{1,2:5,6-η-(1,5-cyclooctadiene)}-bis(triphenylphosphine)]rhodium tetrafluoroborate 

Relevant articles and documents

'Diopium', a chiral phosphoniophosphine derived from Kagan's diop. Rhodium complexes and reducing catalytic properties

Cationic chiral monophosphines are devised as a novel type of ligands for catalytic transformations of polar substrates with polar reagents. A phosphonio-phosphine derived from (R,R)-diop ('methyldiopium') proved to act as a chiral version of Baird's ω-phosphonio-phosphine ligands ('phophos') in Rh(I) complexes in both 1:1 and 2:1 P:Rh stoichiometry. Their versatile structure in CDCl3 solution has been studied by NMR spectroscopy in the presence of various anions (Cl-, I-, BF4-, PF6-). The in situ 2.5:1 methyldiopium-Rh catalytic system slowly hydrogenated (Z)-α-acetamidocinnamic acid in 63% conversion and 5% ee. This system was, however, specifically active in a novel hydrogen transfer procedure by a 1:1 HCOOH:NEt3 mixture under mild conditions (40 C, in the absence of DMSO), for which the corresponding diop-Rh system was not active. Itaconic acid was thus quantitatively reduced to racemic methylsuccinic acid. (Z)-α-acetamidocinnamic acid was reduced in up to 85% conversion to N-acetylphenylalanine in various solvents. Though still moderate, the ee's depend on the solvent: 10% in (R) product in THF, 14% in (S) product in acetonitrile.