Reference

Intramolecular hydrogen bond self-template synthesis of some new Robson-type macrocyclic ligands

Intramolecular hydrogen bond self-template synthesis of some new Robson-type macrocyclic ligands. Wu, Jin Cai; Tang, Ning; Liu, Wei Sheng; Tan, Min Yu; Chan, Albert S. C. (Department of Chemistry, Lanzhou University, Lanzhou 730000, Peop. Rep. China). Chinese Chemical Letters, 12(9), 757-760 (English) 2001 Chinese Chemical Society. CODEN: CCLEE7. ISSN: 1001-8417. DOCUMENT TYPE: Journal CA Section: 29 (Organometallic and Organometalloidal Compounds) Section cross-reference(s): 28 The intramol. hydrogen bond self-template effect was suggested in the process of directly synthesizing the first six chiral metal-free Robson-type macrocyclic ligands. These ligands were characterized by 1H NMR, IR, FAB-MS. The macrocyclic compds. were prepd. by cyclocondensation 2-hydroxy-5-methyl-1,3-benzenedicarboxaldehyde, 5-chloro-2-hydroxy-1,3-benzenedicarboxaldehyde and 5-(1,1-dimethylethyl)-2-hydroxy-1,3-benzenedicarboxaldehyde with (1R,2R)-1,2-cyclohexanediamine or (1R,2R)-1,2-diphenyl-1,2-ethanediamine, resp. The Robson-type macrocyclic ligands included derivs. of (4aR,13aR,17aR,,26aR)-1,2,3,4,4a,13a,14,15,16,17,17a,26a-dodeca hydro-7,,24-dimethenodibenzo[b,m][1,4,12,15]tetraazacyclodoco sine-27,28-diol and (4R,5R,15R,16R)-4,5,15,16-tetraphenyl-3,6,14,17-tetraazatricyclo[17.3 .1.18,12]tetracosa-1(23),2,6,8,10,12(24),13,17,19,21-decaene-23,24-di ol. Manganese, cobalt, nickel and copper complexes of these ligands were prepd. and chem. yields were reported. Keywords tetraazatricyclotetracosadecaenediol prepn Robson ligand dimethenodibenzotetraazacyclodocosinediol prepn Robson ligand Index Entries Cyclocondensation reaction Ligands prepn. of 7,,24-dimethenodibenzo[b,m][1,4,12,15]tetraazacyclodocosin e-27,28-diol and 3,6,14,17-tetraazatricyclo[17.3.1.18,12]tetracosa-1(23),2,6,8,10,12( 24),13,17,19,21-decaene-23,24-diol derivs. (Robson-type macrocyclic ligands) 390796-88-0 390796-90-4 390796-92-6 390796-94-8 390796-97-1 390797-00-9 390797-02-1 390797-05-4 390797-08-7 390797-11-2 390797-14-5 390797-17-8 390797-20-3 390797-23-6 390797-26-9 390797-29-2 390797-32-7 390797-34-9 390797-36-1 390797-38-3 390797-40-7 390797-42-9 390797-44-1 390797-46-3 prepn. of 98-54-4 106-44-5, reactions 106-48-9 20439-47-8 35132-20-8 7310-95-4 32596-43-3 84501-28-0 302553-94-2 390402-31-0 390402-32-1 390402-34-3 390402-37-6 390402-39-8 prepn. of 7,,24-dimethenodibenzo[b,m][1,4,12,15]tetraazacyclodocosin e-27,28-diol and 3,6,14,17-tetraazatricyclo[17.3.1.18,12]tetracosa-1(23),2,6,8,10,12( 24),13,17,19,21-decaene-23,24-diol derivs. (Robson-type macrocyclic ligands)

Preparation of optically-active sulfinates and optically-active imidazoline derivatives as catalysts therefor

Toru, Takeshi; Shibata, Tetsuo; Nakamura, Shuichi (Nagoya Institute of Technology, Japan). Jpn. Kokai Tokkyo Koho JP 2007008855 A 18 Jan 2007, 13pp. (Japanese). (Japan). CODEN: JKXXAF. APPLICATION: JP 2005-190997 30 Jun 2005. DOCUMENT TYPE: Patent CA Section: 25 (Benzene, Its Derivatives, and Condensed Benzenoid Compounds) Section cross-reference(s): 28 Optically-active RS(O)OQ [R = (un)substituted Ph, naphthyl, heterocyclyl, C1-10 alkyl, aralkyl, cycloalkyl; Q = C1-10 alkyl, aralkyl, cycloalkyl, (un)substituted Ph, naphthyl, heterocyclyl], which are converted into optically-active sulfoxides as chiral auxiliaries, are prepd. by reacting RSOCl (R = same as above) with QOH (Q = same as above) and optically-active imidazoline derivs. I [R1 = aryl, tert-alkyl; R2 = aryl, heterocyclyl, amino optionally substituted with alkyl or acyl, OH, alkoxy, carboxyalkyl; R3 = C1-10 alkyl, aralkyl, cycloalkyl, (un)substituted Ph, naphthyl, heterocyclyl], their enantiomer II (R1-R3 = same as above), or their nonequimolar mixt. in the presence of HCl scavengers in org. solvents. Thus, a tert-Bu Me ether soln. of (-)-trans-1-benzyl-2,4,5-triphenyl-2-imidazoline was treated with Me3CSOCl at -78° for 30 min, a tert-Bu Me ether soln. of 9-fluorenol was gradually added, and the reaction mixt. was treated with proton sponge under stirring at -78° for 48 h to give 94% 9-fluorenyl tert-butylsulfinate (38% e.e.).Except for chemicals metioned above, 35132-20-8 and 920516-03-6 are also used. .