178106-74-6

Basic information

• Product Name: (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene
• Synonyms: (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene
• CAS NO: 178106-74-6
• Molecular Weight: 492.228
• Mol File: 178106-74-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene(178106-74-6)
• EPA Substance Registry System: (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene(178106-74-6)

Safety Data

• Hazardous Substances Data: 178106-74-6(Hazardous Substances Data)

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 121-43-7 Trimethyl borate 
• 2132-62-9 4,4'-dimethoxydiphenylacetylene 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 103162-61-4 9,10-bis (4-methoxyphenyl)phenanthrene 
• 1091603-70-1 9,10-bis(4-methoxyphenyl)-1,2,3,4,5,6,7,8-octafluorophenanthrene 
• 1338078-45-7 2,3,6,7-tetramethoxy-9,10-bis(4-methoxyphenyl)phenanthrene 
• 1383673-41-3 1,2,11,12-tetrakis(4-methoxyphenyl)picene 
• 1383673-42-4 1,2,8,9-tetrakis(4-methoxyphenyl)dibenzo[b,d]thiophene 
• 1383673-34-4 1,2-bis(4-methoxyphenyl)naphthalene 

Relevant articles and documents

The product of catalysed diboration of bis(4-methoxyphenyl)ethyne by bis-(pinacolato-O,O′)diboron

The title compound, (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4- methoxyphenyl)-ethene, C28H38B2O6, has a cis arrangement of two boronate ester substituents and two 4-methoxyphenyl substituents on its central C=C double bond, which shows a slight twist of ca 8.5°. All four substituents are rotated considerably out of the alkene plane to reduce steric hindrance. The BO2C2 five-membered rings have a twist conformation.

Synthesis of bis-BN-Naphthalene-Fused Oxepins and Their Photoluminescence including White-Light Emission

A series of novel bis-BN-naphthalene-fused oxepin derivatives were synthesized via a Pd-catalyzed tandem reaction from brominated 2,1-borazaronaphthalenes and cis-bis(boryl)alkenes. X-ray crystallographic analysis revealed that bis-BN-naphthalene-fused oxepins feature a planar framework. The electronic and photophysical properties of the novel BN-naphthalene-fused oxepins were investigated by UV-vis and fluorescence spectroscopies and density functional theory (DFT) calculations, which disclosed the distinct electronic and photophysical properties of the analogous hydrocarbon system. Interestingly, dual-fluorescent emissions were observed upon dissolving N-substituted derivatives 10-14 in dimethyl sulfoxide. Tunable emission colors especially for white-light emissions can be achieved by controlling the ratio of solvents, concentration, or temperature using only a single-molecule compound.

Copper-catalyzed borylation reactions of alkynes and arynes

One, two, three, four: A copper(I)-phosphine complex catalyzes the diborylation of alkynes and arynes, and the tri- or tetraborylation of propargyl ethers (see scheme; pin=pinacolato). In the latter cases, the C-O bond(s) as well as the C≡C bond are borylated in one pot. Furthermore, a diborylation product serves as an intermediate in the efficient synthesis of ortho-terphenyls with pharmacological activity.