6533b831fe1ef96bd1299b8c

RESEARCH PRODUCT

Efficient two-step synthesis of face-to-face meso-substituted bis(corrole) dyads

Maya El OjaimiClaude P. GrosJean-michel Barbe

subject

Anthracene010405 organic chemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic ChemistryTwo stepEther010402 general chemistry01 natural sciences0104 chemical sciencesCatalysisDibenzofuranchemistry.chemical_compoundmacrocycleschemistry[ CHIM.ORGA ] Chemical Sciences/Organic chemistryYield (chemistry)Polymer chemistrysynthetic methodsPhysical and Theoretical ChemistryCorrolecorrolesLinkerComputingMilieux_MISCELLANEOUS

description

The synthesis of face-to-face meso-substituted bis(corrole) systems was revisited. By using a new synthetic pathway, the reaction was generalized to any type of linker and the yield was considerably increased. The dyads were obtained in yields up to 20 % from a dialdehyde linker and dipyrromethane in a one-step reaction. The best reaction conditions required a decreased amount of TFA catalyst (1.4 equiv.) and a large excess of dipyrromethane (up to 8 equiv). Under these conditions, four bis(corrole)s linked by 2,2′-diphenyl ether, 9,9-dimethylxanthene, anthracene, and dibenzofuran spacers were synthesized.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

10.1002/ejoc.200700985https://hal.archives-ouvertes.fr/hal-00458495