591751-02-9

Basic information

• Product Name: 5,5'-bis-(4-butyl-phenyl)-3,3'-bis-(2-trimethylsilanyl-ethoxymethyl)-3H,3'H-[2,2']biimidazolyl-4,4'-dicarbaldehyde
• Synonyms: 5,5'-bis-(4-butyl-phenyl)-3,3'-bis-(2-trimethylsilanyl-ethoxymethyl)-3H,3'H-[2,2']biimidazolyl-4,4'-dicarbaldehyde
• CAS NO: 591751-02-9
• Molecular Weight: 715.096
• Mol File: 591751-02-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5,5'-bis-(4-butyl-phenyl)-3,3'-bis-(2-trimethylsilanyl-ethoxymethyl)-3H,3'H-[2,2']biimidazolyl-4,4'-dicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5'-bis-(4-butyl-phenyl)-3,3'-bis-(2-trimethylsilanyl-ethoxymethyl)-3H,3'H-[2,2']biimidazolyl-4,4'-dicarbaldehyde(591751-02-9)
• EPA Substance Registry System: 5,5'-bis-(4-butyl-phenyl)-3,3'-bis-(2-trimethylsilanyl-ethoxymethyl)-3H,3'H-[2,2']biimidazolyl-4,4'-dicarbaldehyde(591751-02-9)

Safety Data

• Hazardous Substances Data: 591751-02-9(Hazardous Substances Data)

Upstream product

• 490025-30-4 1,1'-bis(trimethylsilylethoxymethyl)-4,4',5,5'-tetrabromo-2,2'-biimidazole 
• 145240-28-4 4-butylphenylboronic acid 
• 591751-01-8 4,4'-dibromo-1,1'-bis[(trimethylsilyl)ethoxymethyl]-2,2'-biimidazole-5,5'-dicarbaldehyde 

Downstream Products

• 591751-04-1 2,7,12,17-tetra(p-butylphenyl)-3,20:6,9:10,13:16,19-tetraimino-1,8,11,18-tetraaza[20]annulene 
• 591751-03-0 4,4'-bis(p-butylphenyl)-2,2'-biimidazole-5,5'-dicarbaldehyde 

Relevant articles and documents

2,7,12,17-Tetra(p-butylphenyl)-3,6,13,16-tetraazaporphycene: The first example of a straightforward synthetic approach to a new class of photosensitizing macrocycles

Selected on the basis of computational studies and synthetic feasibility, the title compound 9c has been obtained by cross-coupling of 4,4′-bis(p-butylphenyl)-2,2′-biimidazole-5,5′- dicarbaldehyde (28c) followed by oxidative aromatization. The introduction of a Suzuki coupling protocol opens the way to 2,7,12,17-tetraryl-substituted 3,6,13,16-tetraazaporphycenes avoiding the development of a de novo synthesis whenever a new peripheral substituent is desired. As predicted by computational studies, oxidation of the non-aromatic precursor 33c to yield the azaporphycene macrocycle 9c is more favourable than in the case of porphycene itself. The absorption spectrum of 9c shows a substantial bathochromic shift relative to porphycene 1a, revealing a synergism between aza substitution in the macrocycle and phenyl substitution at its periphery. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.