Matches in SemOpenAlex for { <https://semopenalex.org/work/W2322862376> ?p ?o ?g. }
- W2322862376 endingPage "15805" @default.
- W2322862376 startingPage "15798" @default.
- W2322862376 abstract "The distortion/interaction model has been used to explain and predict reactivity in a variety of reactions where more common explanations, such as steric and electronic factors, do not suffice. This model has also provided new fundamental insight into regioselectivity trends in reactions of unsymmetrical arynes, which in turn has fueled advances in aryne methodology and natural product synthesis. This article describes a systematic experimental and computational study of one particularly important class of arynes, 3-halobenzynes. 3-Halobenzynes are useful synthetic building blocks whose regioselectivities have been explained by several different models over the past few decades. Our efforts show that aryne distortion, rather than steric factors or charge distribution, are responsible for the regioselectivities observed in 3-haloaryne trapping experiments. We also demonstrate the synthetic utility of 3-halobenzynes for the efficient synthesis of functionalized heterocycles, using a tandem aryne-trapping/cross-coupling sequence involving 3-chlorobenzyne." @default.
- W2322862376 created "2016-06-24" @default.
- W2322862376 creator A5034613994 @default.
- W2322862376 creator A5042178740 @default.
- W2322862376 creator A5082795197 @default.
- W2322862376 creator A5091765956 @default.
- W2322862376 date "2014-10-23" @default.
- W2322862376 modified "2023-10-11" @default.
- W2322862376 title "The Role of Aryne Distortions, Steric Effects, and Charges in Regioselectivities of Aryne Reactions" @default.
- W2322862376 cites W1966182479 @default.
- W2322862376 cites W1969450138 @default.
- W2322862376 cites W1977851260 @default.
- W2322862376 cites W1978536813 @default.
- W2322862376 cites W1982816766 @default.
- W2322862376 cites W1985200262 @default.
- W2322862376 cites W1987121190 @default.
- W2322862376 cites W1990403881 @default.
- W2322862376 cites W1990605211 @default.
- W2322862376 cites W1995481255 @default.
- W2322862376 cites W1995825925 @default.
- W2322862376 cites W1997374419 @default.
- W2322862376 cites W1998194025 @default.
- W2322862376 cites W2005148229 @default.
- W2322862376 cites W2005514859 @default.
- W2322862376 cites W2012098516 @default.
- W2322862376 cites W2017538797 @default.
- W2322862376 cites W2021946498 @default.
- W2322862376 cites W2023271753 @default.
- W2322862376 cites W2023864366 @default.
- W2322862376 cites W2024323724 @default.
- W2322862376 cites W2027471673 @default.
- W2322862376 cites W2028099445 @default.
- W2322862376 cites W2032731092 @default.
- W2322862376 cites W2033263204 @default.
- W2322862376 cites W2037143889 @default.
- W2322862376 cites W2037237138 @default.
- W2322862376 cites W2037602501 @default.
- W2322862376 cites W2038533471 @default.
- W2322862376 cites W2041528267 @default.
- W2322862376 cites W2043291832 @default.
- W2322862376 cites W2043356287 @default.
- W2322862376 cites W2044490585 @default.
- W2322862376 cites W2044895901 @default.
- W2322862376 cites W2045828512 @default.
- W2322862376 cites W2048462169 @default.
- W2322862376 cites W2049758245 @default.
- W2322862376 cites W2052944285 @default.
- W2322862376 cites W2054904794 @default.
- W2322862376 cites W2056421284 @default.
- W2322862376 cites W2057449800 @default.
- W2322862376 cites W2059978356 @default.
- W2322862376 cites W2060943125 @default.
- W2322862376 cites W2061981201 @default.
- W2322862376 cites W2062841450 @default.
- W2322862376 cites W2068358349 @default.
- W2322862376 cites W2068617439 @default.
- W2322862376 cites W2077307846 @default.
- W2322862376 cites W2078468125 @default.
- W2322862376 cites W2078771835 @default.
- W2322862376 cites W2082140759 @default.
- W2322862376 cites W2090245565 @default.
- W2322862376 cites W2093888720 @default.
- W2322862376 cites W2094800055 @default.
- W2322862376 cites W2097953276 @default.
- W2322862376 cites W2099272218 @default.
- W2322862376 cites W2102095712 @default.
- W2322862376 cites W2102366151 @default.
- W2322862376 cites W2103913936 @default.
- W2322862376 cites W2104662659 @default.
- W2322862376 cites W2108760670 @default.
- W2322862376 cites W2112649658 @default.
- W2322862376 cites W2114297300 @default.
- W2322862376 cites W2122580576 @default.
- W2322862376 cites W2132597559 @default.
- W2322862376 cites W2133819981 @default.
- W2322862376 cites W2135346135 @default.
- W2322862376 cites W2138460773 @default.
- W2322862376 cites W2141154798 @default.
- W2322862376 cites W2143981217 @default.
- W2322862376 cites W2145796164 @default.
- W2322862376 cites W2148284063 @default.
- W2322862376 cites W2149573450 @default.
- W2322862376 cites W2166821952 @default.
- W2322862376 cites W2166898441 @default.
- W2322862376 cites W2170647440 @default.
- W2322862376 cites W2312920775 @default.
- W2322862376 cites W2315820907 @default.
- W2322862376 cites W2317139740 @default.
- W2322862376 cites W2317296363 @default.
- W2322862376 cites W2318308937 @default.
- W2322862376 cites W2319440566 @default.
- W2322862376 cites W2320469460 @default.
- W2322862376 cites W2323179079 @default.
- W2322862376 cites W2325940861 @default.
- W2322862376 cites W2329312714 @default.
- W2322862376 cites W2329743841 @default.
- W2322862376 cites W2331839793 @default.
- W2322862376 cites W2337819754 @default.