Substituted triazenes protected from degradation by carboxylation of N1
Triazabutadiene molecules for use in applications. e.g., those involving fluorogenic molecules, e.g., triazabutadiene molecules configured to generate a fluorescent compound when combined with a second molecule, e.g., upon reaction with a tyrosine molecule or other appropriate molecule; and protected triazabutadiene molecules that are stable in acidic conditions and are adapted to release an active (e.g., acid-labile} triazabutadiene molecule upon appropriate conditions, and methods for producing and using said protected or releasable triazabutadiene molecules (and products of cleavage).
1. A compound of Formula B:
wherein:
A is —N—;
D is —H;
E is —H;
X 1 is 2,4,6-trimethylphenyl;
Y 1 is 2,4,6-trimethylphenyl;
Z 1 is phenyl, optionally substituted with a substituent selected from the group consisting of —NO 2 , C 1-6 alkyl, C 1-6 haloalkyl, —OC 1-6 alkyl, —C(O)OH and —C(O)OC 1-6 alkyl; and
Z 2 is —C(O)OC 1-6 alkyl, wherein the C 1-6 alkyl is optionally substituted with a substituent selected from the group consisting of aryl and heterocyclyl, wherein the aryl is optionally substituted with one, two or three substituents independently selected from the group consisting of —NO 2 , —C(O)O − , —OC 1-6 alkyl and —NHC(O)CH 2 Ph and the heterocyclyl is optionally substituted with one, two or three substituents independently selected from the group consisting of oxo, —NO 2 , —C(O)O − , —OC 1-6 alkyl and —NHC(O)CH 2 Ph.
2. The compound of claim 1 , wherein Z 1 is phenyl.
3. The compound of claim 1 , wherein Z 2 is —C(O)OCH 2 CH 3 .
4. The compound of claim 1 , wherein the compound is selected from the group consisting of: