Počet záznamov: 1
Efficient light-induced pK(a) modulation coupled to base-catalyzed photochromism
SYS 0263810 LBL 00820^^^^^2200241^^^450 005 20240513124626.3 014 $a 000449171800057 $2 CCC 014 $a 000430165700066 $2 WOS CC. SCIE 014 $a 30246202 $2 MEDLINE 014 $a 30246202 $2 PubMed 014 $a 2-s2.0-85044246181 $2 SCOPUS 017 70
$a 10.1002/anie.201801270 $2 DOI 035 $a biblio/76016 $2 CREPC2 100 $a 20181008d2018 m y slo 03 ba 101 0-
$a eng 102 $a DE 200 1-
$a Efficient light-induced pK(a) modulation coupled to base-catalyzed photochromism $f Johannes Gurke ... [et al.] 330 $a Photoswitchable acid-base pairs, whose pK(a) values can be reversibly altered, are attractive molecular tools to control chemical and biological processes with light. A significant, light-induced pK(a) change of three units in aqueous medium has been realized for two thermally stable states, which can be interconverted using UV and green light. The light-induced pK(a) modulation is based on incorporating a 3-H-thiazol-2-one moiety into the framework of a diarylethene photoswitch, which loses the heteroaromatic stabilization of the negatively charged conjugate base upon photochemical ring closure, and hence becomes significantly less acidic. In addition, the efficiency of the photoreactions is drastically increased in the deprotonated state, giving rise to catalytically enhanced photochromism. It appears that protonation has a significant influence on the shape of the ground- and excited-state potential energy surfaces, as indicated by quantum-chemical calculations. 463 -1
$1 001 umb_un_cat*0288902 $1 200 1 $a Angewandte Chemie $e international edition $e a journal of the German Chemical Society $v Vol. 57, no. 17 (2018), pp. 4797-4801 $1 210 $a Weinheim $c Wiley-VCH $d 2018 $1 011 $a 1433-7851 $1 011 $a 1521-3773 606 0-
$3 umb_un_auth*0256817 $a fotoprepínače $X photoswitches 606 0-
$3 umb_un_auth*0190178 $a acidity 606 0-
$3 umb_un_auth*0270334 $a aromaticity 606 0-
$3 umb_un_auth*0270335 $a diarylethenes 606 0-
$3 umb_un_auth*0264235 $a fotochromizmus $X photochromism 615 $n 54 $a Chémia 675 $a 54 700 -1
$3 umb_un_auth*0270336 $a Gurke $b Johannes $4 070 $9 20 701 -1
$3 umb_un_auth*0121328 $a Budzák $b Šimon $p UMBFP08 $4 070 $9 20 $f 1982- $T Katedra chémie 701 -1
$3 umb_un_auth*0270337 $a Schmidt $b Bernd M. $4 070 $9 20 701 -1
$3 umb_un_auth*0107850 $a Jacquemin $b Denis $4 070 $9 20 701 -1
$3 umb_un_auth*0270338 $a Hecht $b Stefan $4 070 $9 20 801 $a SK $b BB301 $g AACR2 $9 unimarc sk T85 $x existuji fulltexy
Počet záznamov: 1