106835-92-1

Upstream product

• 20248-86-6 4-4'-bis(bromomethyl)biphenyl 
• 603-35-0 triphenylphosphine 
• 1667-12-5 4,4'-bis(hydroxymethyl)biphenyl 
• 92-52-4 biphenyl 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 

Downstream Products

• 79567-15-0 4,4'-di((E)-styryl)-1,1'-biphenyl 
• 135932-54-6 C₅₀H₄₂P₂⁽²⁺⁾ 

Relevant academic research and scientific papers

Dendritic effect on the photoisomerization of 4,4′-distyrylbiphenyl in aqueous solution

Newly synthesized 4,4′-distyrylbiphenyl-cored water-soluble dendrimers underwent trans-to-cis photoisomerization, while the core 4,4′-distyrylbiphenyl underwent cis-to-trans one-way photoisomerization.

Charged paracyclophanes behave as annulenes with enhanced anisotropy

Paracyclophanes, in which benzene units are linked at the 1,4 positions by ethylene bridges (1-4), show annulene characteristics upon charging. The dependence of the magnetic properties of these charged rigid systems on the number of π-electrons in the peripheries has been studied systematically. For the first time it can be shown that upon extensive reduction, two observable diatropic anionic stages exist (for 3). The results of advanced DFT calculations are in line with the experimental results. The limit on the number of π-electrons in the periphery of annulenes, which still exhibit aromatic or anti-aromatic behavior, is extended far beyond the number of 26.

Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 16. Model studies for the construction of conjugated polymers

Reaction of a range of bis(ylides) with acid chlorides has been used to prepare the bis(oxoylides) 11-15. Similarly a range of simple ylides react with bis(acid chlorides) to give bis(oxoylides) 19-27 with the isomeric structure. Flash vacuum pyrolysis (FVP) of one example of the first type results in extrusion of Ph3P rather than the expected Ph3PO while six examples of the second type do extrude Ph3PO upon FVP at 500 °C to afford the bis(alkynes) 28. Examples of the corresponding bis(tributylphosphonium ylides) have also been prepared but attempts to construct a tetrakis(oxoylide) 31 using a stepwise approach were unsuccessful. Fully assigned 13C NMR spectra are presented for six of the bis(oxoylides).

A convenient synthesis of 2',3''''-dimethyl-p-sexiphenyl

Hitherto unreported 2',3''''-dimethyl-p-sexiphenyl (6) is synthesized by an unambiguous route in good yield, starting from inexpensive commercially available biphenyl. The general reaction sequence consists of: (i) bischloromethylation of biphenyl, to give 4,4'-bis(chloromethyl)biphenyl (1) (ii) conversion of 1, to its bisphosphonium salt 2 (iii) a Wittig reaction of the salt with two equivalents of β-methylcinnamaldehyde to yield hitherto unreported 4,4'-bis(3-methyl-4-phenyl-buta-1,3-dienyl)biphenyl (3) (iv) the [4 + 2]cycloaddition of 3 with diethyl acetylenedicarboxylate to yield 4 (v) hydrolysis of 4 to 5 (vi) and oxidative decarboxylation of 5 with potassium hexacyano ferrate(III). All reactions which are simple and straightforward proceed in good yield, except the last step.