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1. A substituted 1-(arylethynyl)-, 1-(heteroarylethynyl)-, 1-(heterocyclylethynyl)- and 1-(cycloalkenylethynyl)bicycloalkanols of formula (I) and/or salt thereof capable of being used for increasing stress tolerance in one or more plants to abiotic stress and/or for increasing plant yield,where
[X—Y] represents the moieties Q represents the moieties Q-1 to Q-6 where R13, R14, R15, R16, R17, R18, R19, R20, R23, R24, R25, R26, R28, R29, R30, R31, R32, R34, R35 and R36 and also A1 to A9 each have the meaning according to the definitions below and where the arrow represents a bond to the respective moiety C—R6 in formula (I), R1 represents alkyl, cycloalkyl, cycloalkenyl, alkenyl, alkynyl, alkenylalkyl, alkynylalkyl, alkoxyalkyl, hydroxyalkyl, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkylthioalkyl, haloalkylthioalkyl, aryl, heteroaryl, heterocyclyl, R2, R3 and R4 independently of one another represent hydrogen, alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, cycloalkenyl, alkenyl, alkynyl, alkenylalkyl, alkynylalkyl, alkoxyalkyl, hydroxyalkyl, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkylthioalkyl, haloalkylthioalkyl, R5 represents hydroxy, alkoxy, aryloxy, cycloalkyloxy, alkenyloxy, alkenylalkyloxy, alkoxyalkyloxy, alkylcarbonyloxy, arylcarbonyloxy, heteroarylcarbonyloxy, cycloalkylcarbonyloxy, alkoxycarbonyloxy, allyloxycarbonyloxy, aryloxyalkyloxy, arylalkyloxy, alkoxyalkoxyalkyloxy, alkylthioalkyloxy, trialkylsilyloxy, alkyl(bisalkyl)silyloxy, alkyl(bisaryl)silyloxy, aryl(bisalkyl)silyloxy, cycloalkyl(bisalkyl)silyloxy, halo(bisalkyl)silyloxy, trialkylsilylalkoxyalkyloxy, R6 represents nitro, amino, hydroxy, hydrothio, thiocyanato, isothiocyanato, halogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, arylalkynyl, trialkylsilylalkynyl, aryl, arylalkyl, arylalkoxy, heteroaryl, haloalkyl, halocycloalkyl, haloalkenyl, alkoxy, haloalkoxy, aryloxy, heteroaryloxy, cycloalkyloxy, cycloalkylalkoxy, alkenyloxy, alkynylalkyloxy, hydroxyalkyl, alkoxyalkyl, aryloxyalkyl, heteroaryloxyalkyl, alkylthio, haloalkylthio, alkoxycarbonylalkylthio, arylthio, cycloalkylthio, heteroarylthio, alkylthioalkyl, alkylamino, bisalkylamino, alkenylamino, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, arylcarbonylamino, heteroarylcarbonylamino, formylamino, haloalkylcarbonylamino, alkoxycarbonylamino, alkylaminocarbonylamino, alkyl(alkyl)aminocarbonylamino, alkylsulfonylamino, cycloalkylsulfonylamino, arylsulfonylamino, hetarylsulfonylamino, sulfonylhaloalkylamino, aminoalkylsulfonyl, aminohaloalkylsulfonyl, alkylaminosulfonyl, bisalkylaminosulfonyl, cycloalkylaminosulfonyl, haloalkylaminosulfonyl, heteroarylaminosulfonyl, arylaminosulfonyl, arylalkylaminosulfonyl, alkylsulfonyl, cycloalkylsulfonyl, arylsulfonyl, alkylsulfinyl, cycloalkylsulfinyl, arylsulfinyl, N,S-dialkylsulfonimidoyl, S-alkylsulfonimidoyl, alkylsulfonylaminocarbonyl, cycloalkylsulfonylaminocarbonyl, arylalkylcarbonylamino, cycloalkylalkylcarbonylamino, heteroarylcarbonylamino, alkoxyalkylcarbonylamino, hydroxyalkylcarbonylamino, alkoxycarbonylaminoalkylcarbonylamino, cyano, cyanoalkyl, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkyloxycarbonyl, alkoxyalkoxycarbonyl, alkenyloxyalkoxycarbonyl, alkylaminoalkoxycarbonyl, trisalkylsilyloxyalkoxycarbonyl, bisalkylaminoalkoxycarbonyl, alkyl(alkyl)aminoalkoxycarbonyl, cyanoalkoxycarbonyl, heterocyclyl-N-alkoxycarbonyl, heteroaryloxycarbonyl, heteroarylalkoxycarbonyl, heterocyclylalkoxycarbonyl, heterocyclyloxycarbonyl, alkenylalkoxycarbonyl, alkynylalkoxycarbonyl, arylalkynyloxycarbonyl, arylalkenyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, heteroarylalkylaminocarbonyl, cyanoalkylaminocarbonyl, haloalkylaminocarbonyl, alkynylalkylaminocarbonyl, alkoxycarbonylaminocarbonyl, arylalkoxycarbonylaminocarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, cycloalkoxycarbonylalkyl, cycloalkylalkoxycarbonylalkyl, alkenyloxycarbonylalkyl, arylalkoxycarbonylalkyl, alkylaminocarbonylalkyl, aminocarbonylalkyl, bisalkylaminocarbonylalkyl, cycloalkylaminocarbonylalkyl, arylalkylaminocarbonylalkyl, heteroarylalkylaminocarbonylalkyl, cyanoalkylaminocarbonylalkyl, haloalkylaminocarbonylalkyl, alkynylalkylaminocarbonylalkyl, cycloalkylalkylaminocarbonylalkyl, alkoxycarbonylaminocarbonylalkyl, arylalkoxycarbonylaminocarbonylalkyl, alkoxycarbonylalkylaminocarbonyl, hydroxycarbonylalkylaminocarbonyl, arylalkoxycarbonylalkylaminocarbonyl, aminocarbonylalkylaminocarbonyl, alkylaminocarbonylalkylaminocarbonyl, cycloalkylaminocarbonylalkylaminocarbonyl, cycloalkylalkylaminocarbonyl, cycloalkylalkylaminocarbonylalkyl, cycloalkylalkylaminocarbonylalkylaminocarbonyl, alkenylalkylaminocarbonyl, alkenylaminocarbonylalkyl, alkenylalkylaminocarbonylalkyl, alkylcarbonyl, cycloalkylcarbonyl, arylcarbonyl, formyl, hydroxyiminomethyl, aminoiminomethyl, alkoxyiminomethyl, alkylaminoiminomethyl, dialkylaminoiminomethyl, cycloalkoxyiminomethyl, cycloalkylalkoximinomethyl, aryloximinomethyl, arylalkoxyiminomethyl, arylalkylaminoiminomethyl, alkenyloxyiminomethyl, arylaminoiminomethyl, arylsulfonylaminoiminomethyl, heteroarylalkyl, heterocyclylalkyl, hydroxycarbonylheterocyclyl, alkoxycarbonylheterocyclyl, alkenyloxycarbonylheterocyclyl, alkenylalkoxycarbonylheterocyclyl, arylalkoxycarbonylheterocyclyl, cycloalkoxycarbonylheterocyclyl, cycloalkylalkoxycarbonylheterocyclyl, aminocarbonylheterocyclyl, alkylaminocarbonylheterocyclyl, bisalkylaminocarbonylheterocyclyl, cycloalkylaminocarbonylheterocyclyl, arylalkylaminocarbonylheterocyclyl, alkenylaminocarbonylheterocyclyl, hydroxycarbonylheterocyclylalkyl, alkoxycarbonylheterocyclylalkyl, hydroxycarbonylcycloalkylalkyl, alkoxycarbonylcycloalkylalkyl, hydroxyaminocarbonyl, alkoxyaminocarbonyl, arylalkoxyaminocarbonyl, heterocyclyl, alkylcarbonyloxy, arylcarbonyloxy, heteroarylcarbonyloxy, cycloalkylcarbonyloxy, alkoxycarbonyloxy, alkenyloxycarbonyloxy, aminosulfonyl, alkoxyalkylaminocarbonyl, alkoxycarbonylheterocyclyl-N-carbonyl, alkoxycarbonylalkylheterocyclylidenaminocarbonyl, alkoxycarbonylheterocyclylidenalkylaminocarbonyl, alkoxycarbonylalkyl(alkyl)aminocarbonyl, alkoxycarbonylcycloalkylidenaminocarbonyl, heterocyclyl-N-carbonyl, R7, R8, R9, R10, R11 and R12 independently of one another represent hydrogen, alkyl, cycloalkyl, alkenyl, alkenylalkyl, alkoxyalkyl, hydroxyalkyl, haloalkyl, haloalkenyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkoxy, alkylthio, alkylamino, halogen, amino, aryl, heteroaryl, heterocyclyl, arylthio, cycloalkylthio, heterocyclylthio, alkylsulfinyl, arylsulfinyl, heteroarylsulfinyl, cycloalkylsulfinyl, heterocyclylsulfinyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, cycloalkylsulfonyl, heterocyclylsulfonyl, where at least one of the groups R7, R8, R9, R10, R11 and R12 does not represent hydrogen and R3 and R4 with the atom to which they are attached form an exo-alkylidene group or a fully saturated 3- to 6-membered ring which is optionally interrupted by O (oxygen), S (sulfur) or a moiety N—H, N—R37 and optionally substituted further, R1 and R11 with the atoms to which they are attached form a fully saturated or partially saturated 5- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur) or a moiety N—H, N—R37 and is optionally substituted further, R1 and R9 with the atoms to which they are attached form a fully saturated or partially saturated 3- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R3 and R7 with the atoms to which they are attached form a fully saturated or partially saturated 5- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R3 and R11 with the atoms to which they are attached form a fully saturated or partially saturated 3- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R1 and R3 with the atoms to which they are attached form a fully saturated or partially saturated 5- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R7 and R11 with the atoms to which they are attached form a fully saturated or partially saturated 5- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R3 and R9 with the atoms to which they are attached form a fully saturated or partially saturated 3- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R7 and R9 with the atoms to which they are attached form a fully saturated or partially saturated 3- to 7-membered ring which is optionally interrupted by O (oxygen), S (sulfur), S═O, S(═O)2 or a moiety N—H, N+—R37(—O−), N—R37 and is optionally substituted further, R13, R14, R5 and R16 independently of one another represent hydrogen, halogen, nitro, amino, cyano, alkyl, aryl, heteroaryl, cycloalkyl, cycloalkenyl, alkenyl, alkynyl, alkenylalkyl, alkynylalkyl, hydroxy, alkoxy, alkoxyalkoxy, alkoxyalkyl, hydroxyalkyl, haloalkoxy, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, hydrothio, alkylthio, haloalkylthio, alkylthioalkyl, haloalkylthioalkyl, alkylamino, bisalkylamino, alkenylamino, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, arylcarbonylamino, heteroarylcarbonylamino, formylamino, haloalkylcarbonylamino, alkoxycarbonylamino, alkylaminocarbonylamino, alkyl(alkyl)aminocarbonylamino, alkylsulfonylamino, cycloalkylsulfonylamino, arylsulfonylamino, hetarylsulfonylamino, sulfonylhaloalkylamino, aminoalkylsulfonyl, aminohaloalkylsulfonyl, alkylaminosulfonyl, bisalkylaminosulfonyl, cycloalkylaminosulfonyl, haloalkylaminosulfonyl, heteroarylaminosulfonyl, arylaminosulfonyl, arylalkylaminosulfonyl, alkylsulfonyl, cycloalkylsulfonyl, arylsulfonyl, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, heterocyclyl, arylthio, cycloalkylthio, heterocyclylthio, alkylsulfinyl, arylsulfinyl, heteroarylsulfinyl, cycloalkylsulfinyl, heterocyclylsulfinyl, heteroarylsulfonyl, heterocyclylsulfonyl, A1, A2, A3 and A4 are identical or different and independently of one another represent N (nitrogen) or the moieties C—H, C—CH3, C—F, C—Cl, C—Br, C—I, C—OCF3, C—OCH3, C—CF3, C—CO2H, C—CO2CH3 where, however, in no case more than two nitrogen atoms are adjacent to one another, R17 and R18 independently of one another represent hydrogen, halogen, alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkenyl, alkynyl, alkoxy, alkoxyalkyl, aryloxyalkyl, haloalkoxy, haloalkyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkylthio, haloalkylthio, alkylthioalkyl, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, A5 represents S (sulfur), O (oxygen) or the moieties N—H, N—CH3, N—CH2CH3, N—CH(CH3)2, N—CO2t-Bu, N-aryl, N-heteroaryl, N-heterocyclyl, R19, R20, R23 and R24 independently of one another represent hydrogen, alkyl, halogen, cycloalkyl, aryl, heteroaryl, heterocyclyl, alkenyl, alkenylalkyl, arylalkyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, hydroxy, haloalkyl, haloalkylthio, R19 and R23 with the atoms to which they are attached form a fully saturated or partially saturated 5- to 7-membered ring which is optionally substituted further, A6, A7 are identical or different and independently of one another represent O (oxygen), S (sulfur), S═O, S(═O)2, N—H, N+—CH3(—O−), N—OCH3, N—CH3 or the moiety CR21R22 where, however, in no case two nitrogen, oxygen or sulfur atoms are adjacent to one another, and where R21 and R22 in the moiety CR21R22 each have identical or different meanings according to the definition below and R21 and R22 independently of one another represent hydrogen, halogen, alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, aryloxyalkyl, haloalkoxy, haloalkyl, haloalkoxyalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkylthio, haloalkylthio, alkylthioalkyl, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, amino, alkylamino, cycloalkylamino, bisalkylamino, R25, R26, R28 and R29 independently of one another represent hydrogen, alkyl, halogen, cycloalkyl, aryl, heteroaryl, heterocyclyl, alkenyl, arylalkyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, haloalkyl, A8 represents O (oxygen), S (sulfur), S═O, S(═O)2, N—H, N+—CH3(—O−), N—CH3, N—OCH3 or the moiety CHR27 and where R27 in the moiety CHR27 has the meaning according to the definition below, R27 represents hydrogen, halogen, alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, aryloxyalkyl, haloalkoxy, haloalkyl, alkoxyhaloalkyl, haloalkoxyhaloalkyl, alkylthio, haloalkylthio, alkylthioalkyl, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, amino, alkylamino, cycloalkylamino, bisalkylamino, R30, R31, R32, R34, R35 and R36 independently of one another represent hydrogen, alkyl, halogen, cycloalkyl, aryl, heteroaryl, heterocyclyl, alkenyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, haloalkyl, alkylthio, haloalkylthio, A9 represents O (oxygen), S (sulfur), S═O, S(═O)2, N—H, N+—CH3(—O−), N—CH3, N—OCH3 or the moiety CHR33 and where R33 in the moiety CHR33 has the meaning according to the definition below and R33 represents hydrogen, halogen, alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, aryloxyalkyl, haloalkoxy, haloalkyl, alkylthio, haloalkylthio, hydroxycarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, bisalkylaminocarbonyl, alkyl(alkyl)aminocarbonyl, alkyl(alkoxy)aminocarbonyl, alkenylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonyl, arylalkylaminocarbonyl, amino, alkylamino, cycloalkylamino, bisalkylamino, R37 represents alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, aryloxyalkyl, alkoxycarbonyl, cycloalkoxycarbonyl, arylalkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, alkylcarbonyl, cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl. |
