Matches in SemOpenAlex for { <https://semopenalex.org/work/W2321487071> ?p ?o ?g. }
- W2321487071 endingPage "1875" @default.
- W2321487071 startingPage "1869" @default.
- W2321487071 abstract "Reactions of pentaphenylborole with isocyanates, benzophenone, and benzaldehyde produced new seven-membered heterocycles in high yields. For 1-adamantyl isocyanate, a BNC5 heterocycle was obtained from the insertion of the C–N moiety into the five-membered borole, whereas for 4-methoxyphenyl isocyanate, a BOC5 heterocycle was generated from the insertion of the C–O unit. These reactions are believed to occur via a mechanism wherein coordination of the nucleophile to the borole (1-adamantyl, N-coordination or O-coordination for 4-methoxyphenyl) is followed by ring expansion to afford the observed seven-membered heterocycles. The selectivity to form B–O- or B–N-containing heterocycles is based on the polarization of the isocyanate implying tunable reactivity for the system. Having observed that isocyanates react as 1,2-dipoles with pentaphenylborole, we examined benzophenone and benzaldehyde, which both reacted to insert C–O units into the ring. This represents a new efficient method for preparing rare seven-membered boracycles." @default.
- W2321487071 created "2016-06-24" @default.
- W2321487071 creator A5030368007 @default.
- W2321487071 creator A5029360834 @default.
- W2321487071 date "2015-01-17" @default.
- W2321487071 modified "2023-09-25" @default.
- W2321487071 title "Ring Expansion Reactions of Pentaphenylborole with Dipolar Molecules as a Route to Seven-Membered Boron Heterocycles" @default.
- W2321487071 cites W1970893324 @default.
- W2321487071 cites W1973307410 @default.
- W2321487071 cites W1973368088 @default.
- W2321487071 cites W1976059529 @default.
- W2321487071 cites W1981791940 @default.
- W2321487071 cites W1984001131 @default.
- W2321487071 cites W1990298588 @default.
- W2321487071 cites W1998983839 @default.
- W2321487071 cites W1999233801 @default.
- W2321487071 cites W2001479770 @default.
- W2321487071 cites W2005524136 @default.
- W2321487071 cites W2005789279 @default.
- W2321487071 cites W2017244637 @default.
- W2321487071 cites W2017580294 @default.
- W2321487071 cites W2023137716 @default.
- W2321487071 cites W2023884757 @default.
- W2321487071 cites W2029170093 @default.
- W2321487071 cites W2033096521 @default.
- W2321487071 cites W2033145356 @default.
- W2321487071 cites W2033364069 @default.
- W2321487071 cites W2036297858 @default.
- W2321487071 cites W2038847116 @default.
- W2321487071 cites W2041856975 @default.
- W2321487071 cites W2044987532 @default.
- W2321487071 cites W2051911426 @default.
- W2321487071 cites W2052034295 @default.
- W2321487071 cites W2059429196 @default.
- W2321487071 cites W2060214870 @default.
- W2321487071 cites W2065395120 @default.
- W2321487071 cites W2068052889 @default.
- W2321487071 cites W2069618700 @default.
- W2321487071 cites W2072293224 @default.
- W2321487071 cites W2072491805 @default.
- W2321487071 cites W2076139409 @default.
- W2321487071 cites W2077837517 @default.
- W2321487071 cites W2087823838 @default.
- W2321487071 cites W2090379799 @default.
- W2321487071 cites W2091183714 @default.
- W2321487071 cites W2094227534 @default.
- W2321487071 cites W2095193265 @default.
- W2321487071 cites W2096679789 @default.
- W2321487071 cites W2100290281 @default.
- W2321487071 cites W2101692767 @default.
- W2321487071 cites W2107254623 @default.
- W2321487071 cites W2117662713 @default.
- W2321487071 cites W2122746064 @default.
- W2321487071 cites W2130122611 @default.
- W2321487071 cites W2131350133 @default.
- W2321487071 cites W2131410972 @default.
- W2321487071 cites W2135367476 @default.
- W2321487071 cites W2136908948 @default.
- W2321487071 cites W2137893587 @default.
- W2321487071 cites W2138711861 @default.
- W2321487071 cites W2140195054 @default.
- W2321487071 cites W2140421632 @default.
- W2321487071 cites W2141072312 @default.
- W2321487071 cites W2145323692 @default.
- W2321487071 cites W2154752845 @default.
- W2321487071 cites W2159408069 @default.
- W2321487071 cites W2159710555 @default.
- W2321487071 cites W2170270338 @default.
- W2321487071 cites W2209407592 @default.
- W2321487071 cites W2313308844 @default.
- W2321487071 cites W2314162879 @default.
- W2321487071 cites W2315343384 @default.
- W2321487071 cites W2318313377 @default.
- W2321487071 cites W2322342156 @default.
- W2321487071 cites W2322662047 @default.
- W2321487071 cites W2326647777 @default.
- W2321487071 cites W2328491110 @default.
- W2321487071 cites W2328742515 @default.
- W2321487071 cites W2330499370 @default.
- W2321487071 cites W2331619944 @default.
- W2321487071 cites W2331991405 @default.
- W2321487071 cites W2335477119 @default.
- W2321487071 cites W4232719593 @default.
- W2321487071 cites W71189835 @default.
- W2321487071 doi "https://doi.org/10.1021/ic502784d" @default.
- W2321487071 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25599271" @default.
- W2321487071 hasPublicationYear "2015" @default.
- W2321487071 type Work @default.
- W2321487071 sameAs 2321487071 @default.
- W2321487071 citedByCount "61" @default.
- W2321487071 countsByYear W23214870712015 @default.
- W2321487071 countsByYear W23214870712016 @default.
- W2321487071 countsByYear W23214870712017 @default.
- W2321487071 countsByYear W23214870712018 @default.
- W2321487071 countsByYear W23214870712019 @default.
- W2321487071 countsByYear W23214870712020 @default.
- W2321487071 countsByYear W23214870712021 @default.
- W2321487071 countsByYear W23214870712022 @default.