SYS | | 0249103 |
LBL | | 01223^^^^^2200265^^^450 |
005 | | 20240510111703.6 |
014 | | $a 000396185700006 $2 CCC |
014 | | $a 000396185700006 $2 WOS CC. SCIE |
014 | | $a 000396185700006 $2 WOS CC. IC |
014 | | $a BCI201700306018 $2 BIOSIS Citation Index |
014 | | $a 28218846 $2 PubMed |
014 | | $a 28218846 $2 MEDLINE |
017 | 70 | $a 10.1021/jacs.6b12585 $2 DOI |
100 | | $a 20170815d2017 m y slo 03 ba |
101 | 0- | $a eng |
102 | | $a US |
200 | 1- | $a Arylazoindazole photoswitches $e facile synthesis and functionalization via SNAr substitution $f Raquel Travieso-Puente ... [et al.] |
330 | | $a A straightforward synthetic route to arylazoindazoles via nucleophilic aromatic substitution is presented. Upon deprotonation of the NH group, a C(6)F(5-)substituted formazan undergoes facile cydization as a result of intermolecular nucleophilic substitution (SNAr). This new class of azo photoswitches containing an indazole five-membered heterocycle shows photochemical isomerization with high fatigue resistance. In addition, the Z-isomers have long thermal half-lives in the dark of up to several days at room temperature. The fluorinated indazole group offers a handle for further functionalization and tuning of its properties, as it is shown to be susceptible to a subsequent, highly selective nucleophilic displacement reaction. |
463 | -1 | $1 001 umb_un_cat*0293229 $1 011 $a 0002-7863 $1 011 $a 1520-5126 $1 200 1 $a Journal of the American Chemical Society $v Vol. 139, no. 9 (2017), pp. 3328-3331 $1 210 $a Washington $c The American Chemical Society $d 2017 |
606 | 0- | $3 umb_un_auth*0265014 $a arylazoindazoles |
606 | 0- | $3 umb_un_auth*0265015 $a arylindazoly |
606 | 0- | $3 umb_un_auth*0256817 $a fotoprepínače $X photoswitches |
615 | | $n 66 $a Chemické inžinierstvo |
675 | | $a 66.0 |
700 | -1 | $3 umb_un_auth*0265017 $a Travieso-Puente $b Raquel $4 070 $9 15 |
701 | -1 | $3 umb_un_auth*0121328 $a Budzák $b Šimon $f 1982- $p UMBFP08 $9 14 $4 070 $T Katedra chémie |
701 | -1 | $3 umb_un_auth*0265018 $a Chen $b Juan $4 070 $9 14 |
701 | -1 | $3 umb_un_auth*0265019 $a Stacko $b Peter $4 070 $9 14 |
701 | -1 | $3 umb_un_auth*0265020 $a Jastrzebski $b Johann T. B. H. $4 070 $9 14 |
701 | -1 | $3 umb_un_auth*0107850 $a Jacquemin $b Denis $4 070 $9 14 |
701 | -1 | $3 umb_un_auth*0265021 $a Otten $b Edwin $4 070 $9 15 |
801 | | $a SK $b BB301 $g AACR2 $9 unimarc sk |
T85 | | $x existuji fulltexy |