163616-02-2

Basic information

• Product Name: phenylsubphthalocyaninatoboron
• Synonyms: phenylsubphthalocyaninatoboron
• CAS NO: 163616-02-2
• Molecular Weight: 472.316
• Mol File: 163616-02-2.mol

Chemical Properties

• CAS DataBase Reference: phenylsubphthalocyaninatoboron(CAS DataBase Reference)
• NIST Chemistry Reference: phenylsubphthalocyaninatoboron(163616-02-2)
• EPA Substance Registry System: phenylsubphthalocyaninatoboron(163616-02-2)

Safety Data

• Hazardous Substances Data: 163616-02-2(Hazardous Substances Data)

Upstream product

• 36530-06-0 subphthalocyanine 
• 100-58-3 phenylmagnesium bromide 
• 143-66-8 sodium tetraphenyl borate 
• 182575-02-6 bromo-[7,12:14,19-diimino-21,5-nitrilo-5H-tribenzo[c,h,m][1,6,11]triazacyclopentadecinato-(2)-κN22,κN23,κN24]-boron(III) 

Relevant articles and documents

Aryl-Substituted boron subphthalocyanines and their application in organic photovoltaics

A family of five axial aryl-substituted boron subphthalocyanine (BsubPc) derivatives bearing a hydrido, methyl, methoxy, phenyl, or fluoro substituent at the para position of the aryl were synthesised from Br-BsubPc and the corresponding aryl Grignard rea

Triflate-subphthalocyanines: Versatile, reactive intermediates for axial functionalization at the boron atom

On the leave: Easily generated triflate boron subphthalocyanines are highly activated universal substrates for efficient axial substitution reactions with oxygen, sulfur, nitrogen, and carbon nucleophiles (see picture). Copyright

Synthesis and structural characterization of boron subphthalocyaninates

Halosubphthalocyaninatoboron, [B(X)spc] (X = F, Cl, Br) is obtained by heating phthalonitrile with boron trihalide in quinoline (X = F) or the corresponding halobenzene, resp. [B(C6H5)spc] is prepared from phthalonitrile and tetraphenylborate or tetraphenyloboron oxide, resp. [B(OR)spc] (R = H, CH(CH3)2, C(CH3)3, C6H5) is synthesized by bromide substitution of [B(Br)spc] in pyridine/ HOR. Substitution of [B(Br)spc] in carboxylic acids yields [B(OOCR)spc] (R = H, CX3 (X = H, Cl, F), CH2X (X = Cl, C6H5), C6H5). All subphthalocyaninates are characterized electrochemically and by UV-VIS, IR/FIR, resonance Raman, and 1H/10B-NMR spectroscopy. Typical B-X stretching vibrations are at 622 (X = Br), 950 (Cl), 1063 (F), 1096 cm-1 (OH) as well as between 1119 and 1052 cm-1 (OR) resp. 985 and 1028cm-1 (OOCR). The difference v(C=O)-v(C-O) > 400 cm-1 confirms the unidentate coordination of the carboxylato ligands. According to the crystal structure analysis of [B(OH)s,pc], [B(OH)spc] · 2H2O, [B(C6H5)spc], [B(OC(CH3)3)spc], [B(OOCCH3)spc] · 0.5H2O · C2H5OH and [B(OOCCH3)spc] · 0.4H2O · 1.1 C5H5N the spc ligand is concavely distorted. This saucer shaped conformation is independent of the acido ligands and the presence of solvate. The outermost C atomes are vertically displaced in part by more than 2 A from the N, plane. The B atom is in a distorted tetrahedral coordination geometry. It is displaced by ca 0.64 A out of the NI plane towards the acido ligand. The average B-N distance is 1.500 A, and the B-O distances range from 1.418(5) to 1.473(2) A.