313691-56-4

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 111-25-1 1-bromo-hexane 
• 314250-10-7 1-hexyloxymethyl-3,5-bis(trimethylsilyl)benzene 
• 314250-11-8 1-hexyloxymethyl-3,5-diiodbenzene 
• 223463-19-2 1-Bromo-3-hexyloxymethyl-5-iodobenzene 
• 188815-32-9 3-bromo-5-iodo-benzoic acid 
• 276670-17-8 2-(3-Hexyloxymethyl-5-trimethylsilanylphenyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane 
• 188813-08-3 1-bromo-3-(hydroxymethyl)-5-iodobenzene 

Downstream Products

• 147496-14-8 6,6’-dibromo-3,3’-bipyridine 
• 314250-12-9 2-bromo-5-[3-hexyloxymethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine 
• 314250-13-0 5,5''-bis[3-hexyloxymethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-2,2':6',2''-terpyridine 

Relevant academic research and scientific papers

A shape-persistent macrocycle with two opposing 2,2':6',2'-Terpyridine units

The synthesis reported here of the shape-persistent macrocycle 9 with two opposing terpyridine units, and with pendant flexible chains for solubility reasons, was achieved by Suzuki cross-coupling of two 'half-cycles', the bisboronic acid ester 7 and its diiodo counterpart 8. Cycle 9 was obtained on a 100 mg scale in a yield of 20%. It was characterized by FAB mass spectrometry and 1H and 13C NMR spectroscopy. Cycle 9 is the first shape-persistent cycle containing terpyridine units that is larger than cyclosexipyridine. An improved synthesis of the important building block dibromoterpyridine 12 is also presented.

Synthesis of oligo(het)arylene building blocks with Bi- and terpyridine units

The 330 mg to 12 g scale synthesis of a variety of arylene (3,5-8) and hetarylene building blocks with bipyridine (16,17,19) and terpyridine units (21-23,25) by and for transition metal-mediated cross-coupling reactions is reported. All these compounds ca