52103-77-2

Basic information

• Product Name: 4a,9,9a,10-tetrahydroanthracene
• Synonyms: 4a,9,9a,10-tetrahydroanthracene
• CAS NO: 52103-77-2
• Molecular Weight: 182.265
• Mol File: 52103-77-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4a,9,9a,10-tetrahydroanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 4a,9,9a,10-tetrahydroanthracene(52103-77-2)
• EPA Substance Registry System: 4a,9,9a,10-tetrahydroanthracene(52103-77-2)

Safety Data

• Hazardous Substances Data: 52103-77-2(Hazardous Substances Data)

Upstream product

• 7552-71-8 1-benzyl-2-(trifluoromethyl)benzene 
• 120-12-7 anthracene 

Downstream Products

• 120-12-7 anthracene 
• 70-55-3 toluene-4-sulfonamide 
• 102397-67-1 C₃₄H₃₆N₄O₄S₂ 

Relevant articles and documents

Cooperative Al-H Bond Activation in DIBAL-H: Catalytic Generation of an Alumenium-Ion-Like Lewis Acid for Hydrodefluorinative Friedel-Crafts Alkylation

The Ru-S bond in Ohki-Tatsumi complexes breaks oligomeric DIBAL-H structures into their more reactive monomer. That deaggregation is coupled to heterolytic Al-H bond activation at the Ru-S bond, formally splitting the Al-H linkage into hydride and an alumenium ion. The molecular structure of these Lewis pairs was established crystallographically, revealing an additional Ru-Al interaction next to the Ru-H and Al-S bonds. That bonding situation was further analyzed by quantum-chemical calculations and is best described as a three-center-two-electron (3c2e) donor-acceptor σ(Ru-H) → Al interaction. Despite the extra stabilization of the aluminum center by the interaction with both the sulfur atom and the Ru-H bond, the hydroalane adducts are found to be stronger Lewis acids and electrophiles than the free ruthenium catalyst and DIBAL-H in its different aggregation states. Hence, the DIBAL-H molecule and its Al-H bond are activated by the Ru-S bond, but these hydroalane adducts are not to be mistaken as sulfur-stabilized alumenium ions in a strict sense. The Ohki-Tatsumi complexes catalyze C(sp3)-F bond cleavage with DIBAL-H, and the catalytic setup is applied to hydrodefluorinative Friedel-Crafts alkylations. A broad range of CF3-substituted arenes is efficiently converted into unsymmetrical diarylmethanes with various arenes as nucleophiles. Computed fluoride-ion affinities (FIAs) of the hydroalane adducts as well as DIBAL-H in its aggregation states support this experimental finding.

Synthesis of NHC-Oxazoline Pincer Complexes of Rh and Ru and Their Catalytic Activity for Hydrogenation and Conjugate Reduction

We describe the preparation and catalytic reactions of new CCN pincer Rh and Ru complexes containing NCH-oxazoline hybrid ligands. Oxazolinyl-phenyl-imidazolium derivatives (3) were suitable ligand precursors for the CCN pincer scaffold. C-H bond activation of 3 with RhCl3·3H2O in the presence of NEt3 yielded the desired CCN pincer Rh complexes 5 in 13-27% yields. The related CCN pincer Ru complexes 8-10 were synthesized in good yields by C-H bond activation of p-cymene Ru complexes 7 in the presence of NaOAc in DMF. The chiral complexes 8 and 9 had two diastereomers according to the coordination of CO and OAc ligands. The CCN Rh complexes showed catalytic activity for conjugate reduction of ethyl β-methylcinnamate with hydrosilane, with moderate enantioselectivity. The CCN Ru complexes were found to be active in the hydrogenation of aromatic ketones. In particular, hydrogenation of 9-acetylanthracene took place at not only the C=O bond but also the anthracene ring. The Ru complexes were also used as catalysts in the transfer hydrogenation of 9-acetylanthracene with 2-propanol; again, both the C=O bond and the anthracene ring were hydrogenated.