160727-05-9

Basic information

• Product Name: 4-(4’-tolyl)[2.2]paracyclophane
• Synonyms: 4-(4’-tolyl)[2.2]paracyclophane
• CAS NO: 160727-05-9
• Molecular Weight: 298.428
• Mol File: 160727-05-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-(4’-tolyl)[2.2]paracyclophane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4’-tolyl)[2.2]paracyclophane(160727-05-9)
• EPA Substance Registry System: 4-(4’-tolyl)[2.2]paracyclophane(160727-05-9)

Safety Data

• Hazardous Substances Data: 160727-05-9(Hazardous Substances Data)

Upstream product

• 106-38-7 para-bromotoluene 
• 1908-61-8 4-bromo[2.2]paracyclophane 

Downstream Products

• 206559-99-1 (C₂₃H₂₂)Cr(CO)3 
• 206560-00-1 (C₂₃H₂₂)Cr₂(CO)6 

Relevant articles and documents

Preparation and Synthetic Applications of [2.2]Paracyclophane Trifluoroborates: An Efficient and Convenient Route to Nucleophilic [2.2]Paracyclophane Cross-Coupling Building Blocks

We report the synthesis of [2.2]paracyclophane (PCP) trifluoroborate building blocks that can be used for the incorporation of the PCP moiety into a wide range of (hetero)aryl chlorides, bromides and triflates by a Pd(II)/RuPhos mediated Suzuki–Miyaura cross-coupling reaction. The PCP trifluoroborate species are bench stable with extended shelf life and easily accessible on a multigram scale by a two-step synthesis from commercially available PCP. They can be handled conveniently without special precautions, thus overcoming many of the limitations of other PCP cross-coupling reagents. Additionally, a high yielding regioselective monolithiation/borylation protocol for the synthesis of pseudo-para and pseudo-ortho PCP halotrifluoroborates and their subsequent Suzuki–Miyaura cross-coupling are described.