TY - JOUR
T1 - Control of the thermal cis to trans isomerizations of azobenzene and thioindigo derivatives by the formation of supramolecular H‐bonded assemblies
AU - Rosengaus, Jacqueline
AU - Willner, Itamar
PY - 1995/1
Y1 - 1995/1
N2 - 2,3‐Bis(aminocyclohexyl)−6‐methoxy‐1,3,5‐triazine (1a) forms intermolecular H‐bonded complexes with 3,3′‐diacetyl‐cis‐azoenzene (4) and 6,6′‐diethoxy‐cis‐thioindigo (5b), (association constants K = 4.9 × 104 and 3.5 × 105 1 mol−1, respectively). The thermal cis→trans isomerization of 4b and 5b to 3,3′‐diacetyl‐trans‐azobenzene (4a), and 6,6′‐diethoxy‐trans‐thioindigo (5a), is inhibited in the intermolecular complex 1a–4b and 1a–5b. Molecular mechanics calculations support the formation of the intermolecular H‐bonded complexes between 1a and 4b or 5b.
AB - 2,3‐Bis(aminocyclohexyl)−6‐methoxy‐1,3,5‐triazine (1a) forms intermolecular H‐bonded complexes with 3,3′‐diacetyl‐cis‐azoenzene (4) and 6,6′‐diethoxy‐cis‐thioindigo (5b), (association constants K = 4.9 × 104 and 3.5 × 105 1 mol−1, respectively). The thermal cis→trans isomerization of 4b and 5b to 3,3′‐diacetyl‐trans‐azobenzene (4a), and 6,6′‐diethoxy‐trans‐thioindigo (5a), is inhibited in the intermolecular complex 1a–4b and 1a–5b. Molecular mechanics calculations support the formation of the intermolecular H‐bonded complexes between 1a and 4b or 5b.
UR - http://www.scopus.com/inward/record.url?scp=84985477313&partnerID=8YFLogxK
U2 - 10.1002/poc.610080111
DO - 10.1002/poc.610080111
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AN - SCOPUS:84985477313
SN - 0894-3230
VL - 8
SP - 54
EP - 62
JO - Journal of Physical Organic Chemistry
JF - Journal of Physical Organic Chemistry
IS - 1
ER -