A new route to cyclen, cyclam and homocyclen

Synthesis, structural studies and photochemistry of cobalt(iii) complexes of anthracenylcyclam macrocycles

“…15 This prompted us to investigate cognate alkylations using suitably 2-substituted 1,3-diactivated propane derivatives. The desired anthrylmethylpropane was prepared from the known diol 4, which was converted to the diiodopropane 6 via the ditosylate 5.…”

Palladium‐Catalysed Amination of 1,8‐ and 1,5‐Dichloroanthracenes and 1,8‐ and 1,5‐Dichloroanthraquinones

“…Cesium carbonate was purchased from Acros Chemical Co., dried in vacuo at 120Ϫ150°C for several hours, stored in a Schlenk tube, and weighed in an argon-flushed vessel. Aniline (2a), 4-methylaniline (2b), 4-ethoxyaniline (2c), Nmethylaniline (2d), n-hexylamine (2e), benzylamine (2f), propane-1,3-diamine (2g), morpholine (2h), piperidine (2i), diethylamine (2j), 1,8-dichloroanthraquinone (6), triethylenetetraamine (8a), N,NЈ-bis (2-aminoethyl)propane -1,3-diamine (8b), N,NЈ-bis(3-aminopropyl)ethane-1,2-diamine (8c), tetraethylenepentaamine (8e), pentaethylenehexaamine (8f), 2,2Ј-(ethylenedioxy)bis(ethylamine) (9a), 4,9-dioxadodecane-1,12-diamine (9b), 4,7,10-trioxatridecane-1,13-diamine (9c), 1,5-dichloroanthraquinone (38), 1-aza-15-crown-5 (57), BINAP, tri-tert-butylphosphane, tricyclohexylphosphane and PPF-OMe were purchased from Aldrich Chemical Co. N,NЈ-Bis(3-aminopropyl)propane-1,3-diamine was purchased from Avocado Chemical Co. 2-(Di-tert-butylphosphanyl)-1,1Ј-biphenyl was purchased from Strem Chemical Co. Pd(dba) 2 , [28] 1,8-and 1,5-dichloroanthracenes 1 and 29, [29] cyclam 48, [30] cyclen 50, [31] and N,NЈ,NЈЈ-trimethylcyclam 54 [32] were synthesised by the described procedures.…”

Synthesis and X-ray crystal structure of a tetracyclic gem-cis-bis(aminal) formed from N,N'-bis(2-aminophenyl)ethylenediamine and 1,10-phenanthroline-5,6-dione

“…6,7 In a similar, although not identical, reaction the acid catalyzed condensation of 1,10-phenanthroline-5,6-dione with urea produces bipyridine-glycoluril ( Figure 2) in high yield. The methanol solvate molecule is hydrogen bonded to N1 and N6 of an adjacent molecule, so that hydrogen-bonded chains run through the structure parallel to the b axis (Figures 4 and 5).…”