3753-18-2

Usage

Chemical Properties

White crystalline

Synthetic route

biphenyl (92-52-4) + Dimethoxymethane (109-87-5) → 4-(methoxymethyl)-1,1'-biphenyl (86130-05-4) + 4,4′-bis(methoxymethyl)biphenyl (3753-18-2)

Conditions	Yield
mordenite SiO2/Al2O3 90 In cyclohexane at 120℃; for 4h; Product distribution / selectivity;

4-chlorobenzyl methyl ether (1195-44-4) → 4,4′-bis(methoxymethyl)biphenyl (3753-18-2)

Conditions	Yield
With zinc; 5-trimethylsilyl-2,2'-bipyridine; nickel dibromide In 1-methyl-pyrrolidin-2-one at 20 - 70℃; Inert atmosphere;
With zinc; nickel dibromide; 5,5’-bis(trimethylsilyl)-2,2’-bipyridine In 1-methyl-pyrrolidin-2-one at 20 - 70℃; Inert atmosphere;

diethyl 2-(cycloheptene-1-yl)-cyclobuten-1-yl phosphate + 4-(methoxymethyl)phenylzinc chloride lithium chloride → 4,4′-bis(methoxymethyl)biphenyl (3753-18-2) + 1-cycloheptenyl-2-[4-(methoxymethyl)phenyl]cyclobutene

Conditions	Yield
With aluminum (III) chloride; C36H28Cl2OP2Pd In tetrahydrofuran at 50℃; for 17h; Negishi Coupling; Overall yield = 73 %; Overall yield = 0.451 g;

4,4′-bis(methoxymethyl)biphenyl (3753-18-2) → 4,4'-diformylbiphenyl (66-98-8)

Conditions	Yield
With sodium bromate; acetic acid at 90℃; for 1.5h; Product distribution / selectivity;	93.3 %Chromat.

Upstream product

• 92-52-4 biphenyl 
• 109-87-5 Dimethoxymethane 
• 1195-44-4 4-chlorobenzyl methyl ether 

Relevant academic research and scientific papers

Novel Selective Approach to Terminally Substituted [n]Dendralenes

Dendralenes are simple alkenes with cross-conjugated double bonds that are frequently synthesized due to being potentially valuable building blocks for the synthesis of more complex structures. The synthetic approaches to dendralenes are based on the cross-coupling reactions of electrophilic and nucleophilic synthons derived from geminally substituted ethylene. Our novel methodology for the synthesis of only terminally substituted [3]- and [4]dendralenes, as well as 2,3-disubstituted buta-1,3-dienes, involves the preparation of 1,2-disubstituted cyclobutenes from readily available 2-bromocyclobutanone and the subsequent thermal ring-opening reactions.

BIPYRIDINE COMPOUND, TRANSITION METAL COMPLEX, AND METHOD FOR PRODUCTION OF CONJUGATED AROMATIC COMPOUND USING THE TRANSITION METAL COMPLEX

A bipyridine compound represented by the formula (1): wherein R1, R2 and R3 each independently represent a C1-C10 alkyl group which may be substituted etc., and R4, R5, R6, R7 and R8 each independently represent a hydrogen atom etc., a transition metal complex obtained by contacting a bipyridine compound represented by the formula (1) with a compound of a transition metal belonging to Group 9, 10 or 11, and a method for production of a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of the transition metal complex.

TRANSITION METAL COMPLEX AND PROCESS FOR PRODUCING CONJUGATED AROMATIC COMPOUND WITH THE TRANSITION METAL COMPLEX

A transition metal complex obtained by contacting a bipyridine compound represented by the formula (1): wherein R1, R2 and R3 represent a C1-C10 alkyl group which may be substituted, etc., and R4 and R5 represent a hydrogen atom etc., with a compound of a transition metal belonging to Group 9, 10 or 11, and a process for producing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of said transition metal complex.

Polymer having antireflective properties, hardmask composition including the same, process for forming a patterned material layer, and associated device

An antireflective hardmask composition includes an organic solvent, and at least one polymer represented by Formulae A, B or C: In Formulae A and B, the fluorene group is unsubstituted or substituted, in Formula C, the naphthalene group is unsubstituted or substituted, n is at least 1 and is less than about 750, m is at least 1, and m+n is less than about 750, G is an aromatic ring-containing group having an alkoxy group, and R1 is methylene or includes a non-fluorene-containing aryl linking group.