title: Novel intramolecular π-π-interaction in a BODIPY system by oxidation of a single selenium center: geometrical stamping and spectroscopic and spectrometric distinctions.
abstract: A new BODIPY system displaying an intramolecular π-π-interaction was synthesized and studied. When the selenium center was oxidized, the substituted phenyl group undergoes π-π stacking with one side of the BODIPY core. The oxidized form showed, not only a down-field shift in the NMR peak, but also splitting due to geometrical changes that arise when going from Csto C1. The compound was characterized by X-ray diffraction; DFT methods helped elucidate the influence of the unexpected π-π stack and its connection to the photophysical properties imparted by the Se oxidation.
authors.affiliation: Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea. dchurchill@kaist.ac.kr and Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
authors.forename: Youngsam
authors.initials: Y
authors.lastname: Kim
authors.affiliation: Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea. dchurchill@kaist.ac.kr.
authors.forename: Taehong
authors.initials: T
authors.lastname: Jun
authors.affiliation: Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
authors.forename: Sandip V
authors.initials: SV
authors.lastname: Mulay
authors.affiliation: Department of Chemistry, University of Mumbai, Vidyanagari, Santacruz (E), Mumbai 400098, India.
authors.forename: Sudesh T
authors.initials: ST
authors.lastname: Manjare
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
authors.forename: Jinseong
authors.initials: J
authors.lastname: Kwak
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
authors.forename: Yunho
authors.identifier: http://orcid.org/0000-0002-9113-9491
authors.initials: Y
authors.lastname: Lee
authors.affiliation: Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea. dchurchill@kaist.ac.kr and Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, Republic of Korea.
authors.forename: David G
authors.identifier: http://orcid.org/0000-0002-2520-4638
authors.initials: DG
authors.lastname: Churchill