Crystalline arrays of molecular rotors with TIPS-trityl and phenolic-trityl stators using phenylene, 1,2-difluorophenylene and pyridine rotators
Por:
Arcos-Ramos R., Rodriguez-Molina B., Gonzalez-Rodriguez E., Ramirez-Montes P.I., Ochoa M.E., Santillan R., Farfán N., Garcia-Garibay M.A.
Publicada:
1 ene 2015
Resumen:
In this work, we describe the synthesis and solid-state characterization of a series of molecular rotors with tri-isopropylsilyloxy-substituted (TIPS) trityl stators axially linked to 1,4-diethynylphenylene, 3,6-diethynyl-1,2-difluorophenylene and 2,5-diethynylpyridine rotators to produce 1,4-bis[(3,3-diphenyl-3-(3'-(tri-isopropylsilyloxy)-phenyl)-prop-1-yn-1-yl)]benzene (1), 1,4-bis[(3,3-diphenyl-3-(3'-(tri-isopropylsilyloxy)-phenyl)-prop-1-yn-1-yl)]-2,3-difluorobenzene (2) and 2,5-bis[(3,3-diphenyl-3-(3'-tri-isopropylsilyloxy)-phenyl)-prop-1-yn-1-yl)]pyridine (3). The subsequent removal of the TIPS protecting group led to their corresponding hydroxyl-substituted trityl derivatives (4) and (5). TIPS- and HO-substituted stators are involved in different inter- and intramolecular interactions (hydrogen bonding, phenyl embraces, C-H-p interactions) that give rise to isomorphic packing motifs that constrained the rotational dynamics in the solid-state to the slow exchange regime. © The Royal Society of Chemistry 2015.
Filiaciones:
Arcos-Ramos R.:
Univ Nacl Autonoma Mexico, Dept Quim Organ, Fac Quim, Mexico City 04510, DF, Mexico
Rodriguez-Molina B.:
Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico
Gonzalez-Rodriguez E.:
Univ Nacl Autonoma Mexico, Dept Quim Organ, Fac Quim, Mexico City 04510, DF, Mexico
Ramirez-Montes P.I.:
Departamento de Química, Centro de Investigación y Estudios Avanzados Del IPN, Apdo. Postal 14-740, México, D.F. 07000, Mexico
Ochoa M.E.:
Departamento de Química, Centro de Investigación y Estudios Avanzados Del IPN, Apdo. Postal 14-740, México, D.F. 07000, Mexico
Santillan R.:
Departamento de Química, Centro de Investigación y Estudios Avanzados Del IPN, Apdo. Postal 14-740, México, D.F. 07000, Mexico
Farfán N.:
Univ Nacl Autonoma Mexico, Dept Quim Organ, Fac Quim, Mexico City 04510, DF, Mexico
Garcia-Garibay M.A.:
Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095, United States
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