Matches in SemOpenAlex for { <https://semopenalex.org/work/W2033756190> ?p ?o ?g. }
- W2033756190 endingPage "1178" @default.
- W2033756190 startingPage "1165" @default.
- W2033756190 abstract "A series of diazinobarrelenes 8–15 engendered with alkyl functionalities at the barrelene skeleton were irradiated with 350 nm light under direct and acetone-sensitized reaction conditions. Under these conditions, all the barrelenes except barrelene 14 afforded semibullvalenes with varying degrees of regioselectivity and product distribution. Dicyanopyrazinobarrelenes 8–10 which furnished semibullvalenes 32–41via the aryl–vinyl initial bridging route were strongly controlled by the nitrile functionalities installed at the aromatic sites. Benzoquinoxalinobarrelenes 11–13 which afforded semibullvalenes 42–49, preferentially underwent photorearrangement via vinyl–vinyl bridging even if the compounds were excited at a wavelength where the quinoxaline moiety absorbed most of the light. Zimmerman's bridging hypothesis and the possibility for quinoxalines to undergo intramolecular triplet energy transfer could reasonably account for the observed regioselectivity. Barrelene 14 was insensitive to photorearrangement whereas benzo[f,h]quinoxalinobarrelene 15 preferentially underwent ADPM rearrangement affording semibullvalenes 50–52. Electronic and steric factors of alkyl substituents overwhelmingly controlled the product forming steps whereas localization and minimization of triplet energies greatly influenced the initial bridging interaction." @default.
- W2033756190 created "2016-06-24" @default.
- W2033756190 creator A5009238075 @default.
- W2033756190 creator A5013458259 @default.
- W2033756190 creator A5019781170 @default.
- W2033756190 creator A5053080087 @default.
- W2033756190 creator A5060960995 @default.
- W2033756190 date "2013-01-01" @default.
- W2033756190 modified "2023-09-23" @default.
- W2033756190 title "Substituent effects on the photorearrangements of unsymmetrically substituted diazinobarrelenes" @default.
- W2033756190 cites W1964581804 @default.
- W2033756190 cites W1970806763 @default.
- W2033756190 cites W1972517503 @default.
- W2033756190 cites W1975399894 @default.
- W2033756190 cites W1979109848 @default.
- W2033756190 cites W1980428990 @default.
- W2033756190 cites W1988876249 @default.
- W2033756190 cites W1994310885 @default.
- W2033756190 cites W1995545387 @default.
- W2033756190 cites W1995613146 @default.
- W2033756190 cites W1995753231 @default.
- W2033756190 cites W1998940989 @default.
- W2033756190 cites W2001103004 @default.
- W2033756190 cites W2001647718 @default.
- W2033756190 cites W2003262988 @default.
- W2033756190 cites W2005665177 @default.
- W2033756190 cites W2008069273 @default.
- W2033756190 cites W2009431902 @default.
- W2033756190 cites W2017391942 @default.
- W2033756190 cites W2018707756 @default.
- W2033756190 cites W2021198704 @default.
- W2033756190 cites W2022462951 @default.
- W2033756190 cites W20252664 @default.
- W2033756190 cites W2025736584 @default.
- W2033756190 cites W2030838584 @default.
- W2033756190 cites W2031807901 @default.
- W2033756190 cites W2032083246 @default.
- W2033756190 cites W2049647511 @default.
- W2033756190 cites W2054460469 @default.
- W2033756190 cites W2056540277 @default.
- W2033756190 cites W2059262392 @default.
- W2033756190 cites W2074539650 @default.
- W2033756190 cites W2081645293 @default.
- W2033756190 cites W2082375796 @default.
- W2033756190 cites W2083272155 @default.
- W2033756190 cites W2084777784 @default.
- W2033756190 cites W2084863360 @default.
- W2033756190 cites W2094387868 @default.
- W2033756190 cites W2095034004 @default.
- W2033756190 cites W2120698173 @default.
- W2033756190 cites W2123106687 @default.
- W2033756190 cites W2134832758 @default.
- W2033756190 cites W2142631648 @default.
- W2033756190 cites W2144011949 @default.
- W2033756190 cites W2144541387 @default.
- W2033756190 cites W2145490522 @default.
- W2033756190 cites W2156428489 @default.
- W2033756190 cites W2318039386 @default.
- W2033756190 cites W2318722013 @default.
- W2033756190 cites W2329934578 @default.
- W2033756190 cites W2330215651 @default.
- W2033756190 cites W2481650608 @default.
- W2033756190 cites W2486314353 @default.
- W2033756190 cites W2950172674 @default.
- W2033756190 cites W2950549510 @default.
- W2033756190 cites W2952045404 @default.
- W2033756190 cites W2952640430 @default.
- W2033756190 cites W2953357063 @default.
- W2033756190 cites W3005051476 @default.
- W2033756190 cites W4211092035 @default.
- W2033756190 cites W4256728464 @default.
- W2033756190 cites W51523481 @default.
- W2033756190 cites W2075004176 @default.
- W2033756190 cites W2100384090 @default.
- W2033756190 doi "https://doi.org/10.1039/c2ra22276k" @default.
- W2033756190 hasPublicationYear "2013" @default.
- W2033756190 type Work @default.
- W2033756190 sameAs 2033756190 @default.
- W2033756190 citedByCount "2" @default.
- W2033756190 countsByYear W20337561902015 @default.
- W2033756190 countsByYear W20337561902016 @default.
- W2033756190 crossrefType "journal-article" @default.
- W2033756190 hasAuthorship W2033756190A5009238075 @default.
- W2033756190 hasAuthorship W2033756190A5013458259 @default.
- W2033756190 hasAuthorship W2033756190A5019781170 @default.
- W2033756190 hasAuthorship W2033756190A5053080087 @default.
- W2033756190 hasAuthorship W2033756190A5060960995 @default.
- W2033756190 hasConcept C121332964 @default.
- W2033756190 hasConcept C155647269 @default.
- W2033756190 hasConcept C161790260 @default.
- W2033756190 hasConcept C178790620 @default.
- W2033756190 hasConcept C181500209 @default.
- W2033756190 hasConcept C185544564 @default.
- W2033756190 hasConcept C185592680 @default.
- W2033756190 hasConcept C201194858 @default.
- W2033756190 hasConcept C2776568683 @default.
- W2033756190 hasConcept C2778689049 @default.
- W2033756190 hasConcept C2779240715 @default.