Analysis of the interactions responsible for long-range through-bond-mediated electronic coupling between remote chromophores attached to rigid polynorbornyl bridges

Structural investigations of a tetracyclic endo-norborenyl derivative

“…Also, the C12.-.C9 and C12...C10 distances [both 3.087 (5)A] are less than the sum of van der Waals radii in (1). These data are consistent with laticyclic hyperconjugation (Jordan & Paddon-Row, 1992) in this compound.…”

“…Recently, much theoretical and experimental work has gone into understanding the origins of longrange non-conjugated rr-orbital interactions (Jordan & Paddon-Row, 1992;Elsfisser, Hassenriick, Martin, Mayer, Lutz & Prinzbach, 1991). In this regard, laticyclic hyperconjugation contributes to substantial ~-splitting (0.52 eV) in the hydrocarbon (2) and raises the 7r energies in both (2) and (3a) relative to ethene (Paddon-Row, 1985).…”

“…In addition, rr splitting of 1.2 eV is observed in the He (I~) photoelectron spectrum of (3a) (Gleiter, J~ihne, Allred & Lloyd, 1993). The two C--H or bonds of the H 12b--C 12--H 12a unit in the structure of (4) together have similar phase symmetry to that of an atomic 2p orbital (Jordan & Paddon-Row, 1992;Paddon-Row, Engle-…”

Photoinduced Electron Transfer within Porphyrin‐Anthra‐quinone Dyads Connected by Hamilton Hydrogen Bonding

“…The crude product was purified by column chromatography on silica gel (eluent: CH 2 Cl 2 ), to give a purple solid (80 mg, 61%). 1 …”

“…[1][2][3][4] It has been demonstrated that non-covalent interactions, such as hydrogen bonds exist extensively in biological structures and play a remarkable role in many natural processes including energy transfer and electron transfer. To mimic natural processes, various supramolecular model systems assembled via hydrogen bonding [5][6][7][8][9][10] have been developed, and electron transfer process in these systems has been extensively examined by several groups.…”