diff --git a/apps/user_ldap/lib/Configuration.php b/apps/user_ldap/lib/Configuration.php
index 81e33e6244..5a7c732ab7 100644
--- a/apps/user_ldap/lib/Configuration.php
+++ b/apps/user_ldap/lib/Configuration.php
@@ -45,6 +45,10 @@ class Configuration {
 	public const AVATAR_PREFIX_NONE = 'none';
 	public const AVATAR_PREFIX_DATA_ATTRIBUTE = 'data:';
 
+	public const LDAP_SERVER_FEATURE_UNKNOWN = 'unknown';
+	public const LDAP_SERVER_FEATURE_AVAILABLE = 'available';
+	public const LDAP_SERVER_FEATURE_UNAVAILABLE = 'unavailable';
+
 	protected $configPrefix = null;
 	protected $configRead = false;
 	/**
@@ -110,6 +114,7 @@ class Configuration {
 		'ldapDynamicGroupMemberURL' => null,
 		'ldapDefaultPPolicyDN' => null,
 		'ldapExtStorageHomeAttribute' => null,
+		'ldapMatchingRuleInChainState' => self::LDAP_SERVER_FEATURE_UNKNOWN,
 	];
 
 	/**
@@ -482,6 +487,7 @@ class Configuration {
 			'ldap_default_ppolicy_dn'           => '',
 			'ldap_user_avatar_rule'             => 'default',
 			'ldap_ext_storage_home_attribute'   => '',
+			'ldap_matching_rule_in_chain_state' => self::LDAP_SERVER_FEATURE_UNKNOWN,
 		];
 	}
 
@@ -543,6 +549,7 @@ class Configuration {
 			'ldap_dynamic_group_member_url'     => 'ldapDynamicGroupMemberURL',
 			'ldap_default_ppolicy_dn'           => 'ldapDefaultPPolicyDN',
 			'ldap_ext_storage_home_attribute'   => 'ldapExtStorageHomeAttribute',
+			'ldap_matching_rule_in_chain_state' => 'ldapMatchingRuleInChainState',
 			'ldapIgnoreNamingRules'             => 'ldapIgnoreNamingRules',	// sysconfig
 		];
 		return $array;
diff --git a/apps/user_ldap/lib/Connection.php b/apps/user_ldap/lib/Connection.php
index 0cc93a08e6..f4ead2a383 100644
--- a/apps/user_ldap/lib/Connection.php
+++ b/apps/user_ldap/lib/Connection.php
@@ -67,6 +67,7 @@ use OCP\ILogger;
  * @property string[] ldapBaseGroups
  * @property string ldapGroupFilter
  * @property string ldapGroupDisplayName
+ * @property string ldapMatchingRuleInChainState
  */
 class Connection extends LDAPUtility {
 	private $ldapConnectionRes = null;
diff --git a/apps/user_ldap/lib/Group_LDAP.php b/apps/user_ldap/lib/Group_LDAP.php
index 6b62f88123..54a8eaf08a 100644
--- a/apps/user_ldap/lib/Group_LDAP.php
+++ b/apps/user_ldap/lib/Group_LDAP.php
@@ -235,6 +235,37 @@ class Group_LDAP extends BackendUtility implements \OCP\GroupInterface, IGroupLD
 		if ($groupMembers !== null) {
 			return $groupMembers;
 		}
+
+		if ($this->access->connection->ldapNestedGroups
+			&& $this->access->connection->useMemberOfToDetectMembership
+			&& $this->access->connection->hasMemberOfFilterSupport
+			&& $this->access->connection->ldapMatchingRuleInChainState !== Configuration::LDAP_SERVER_FEATURE_UNAVAILABLE
+		) {
+			$attemptedLdapMatchingRuleInChain = true;
+			// compatibility hack with servers supporting :1.2.840.113556.1.4.1941:, and others)
+			$filter = $this->access->combineFilterWithAnd([
+				$this->access->connection->ldapUserFilter,
+				$this->access->connection->ldapUserDisplayName . '=*',
+				'memberof:1.2.840.113556.1.4.1941:=' . $dnGroup
+			]);
+			$memberRecords = $this->access->fetchListOfUsers(
+				$filter,
+				$this->access->userManager->getAttributes(true)
+			);
+			$result = array_reduce($memberRecords, function ($carry, $record) {
+				$carry[] = $record['dn'][0];
+				return $carry;
+			}, []);
+			if ($this->access->connection->ldapMatchingRuleInChainState === Configuration::LDAP_SERVER_FEATURE_AVAILABLE) {
+				return $result;
+			} elseif (!empty($memberRecords)) {
+				$this->access->connection->ldapMatchingRuleInChainState = Configuration::LDAP_SERVER_FEATURE_AVAILABLE;
+				$this->access->connection->saveConfiguration();
+				return $result;
+			}
+			// when feature availability is unknown, and the result is empty, continue and test with original approach
+		}
+
 		$seen[$dnGroup] = 1;
 		$members = $this->access->readAttribute($dnGroup, $this->access->connection->ldapGroupMemberAssocAttr);
 		if (is_array($members)) {
@@ -247,6 +278,13 @@ class Group_LDAP extends BackendUtility implements \OCP\GroupInterface, IGroupLD
 		$allMembers += $this->getDynamicGroupMembers($dnGroup);
 
 		$this->access->connection->writeToCache($cacheKey, $allMembers);
+		if (isset($attemptedLdapMatchingRuleInChain)
+			&& $this->access->connection->ldapMatchingRuleInChainState === Configuration::LDAP_SERVER_FEATURE_UNKNOWN
+			&& !empty($allMembers)
+		) {
+			$this->access->connection->ldapMatchingRuleInChainState = Configuration::LDAP_SERVER_FEATURE_UNAVAILABLE;
+			$this->access->connection->saveConfiguration();
+		}
 		return $allMembers;
 	}
 
diff --git a/apps/user_ldap/tests/Group_LDAPTest.php b/apps/user_ldap/tests/Group_LDAPTest.php
index 60b8b06b3c..60ec90c1ef 100644
--- a/apps/user_ldap/tests/Group_LDAPTest.php
+++ b/apps/user_ldap/tests/Group_LDAPTest.php
@@ -71,6 +71,8 @@ class Group_LDAPTest extends TestCase {
 			->method('getConnection')
 			->willReturn($connector);
 
+		$access->userManager = $this->createMock(Manager::class);
+
 		return $access;
 	}
 
@@ -121,12 +123,19 @@ class Group_LDAPTest extends TestCase {
 		$access->expects($this->any())
 			->method('isDNPartOfBase')
 			->willReturn(true);
+		$access->expects($this->any())
+			->method('combineFilterWithAnd')
+			->willReturn('pseudo=filter');
 
 		// for primary groups
 		$access->expects($this->once())
 			->method('countUsers')
 			->willReturn(2);
 
+		$access->userManager->expects($this->any())
+			->method('getAttributes')
+			->willReturn(['displayName', 'mail']);
+
 		$groupBackend = new GroupLDAP($access, $pluginManager);
 		$users = $groupBackend->countUsersInGroup('group');
 
@@ -166,6 +175,13 @@ class Group_LDAPTest extends TestCase {
 		$access->expects($this->any())
 			->method('isDNPartOfBase')
 			->willReturn(true);
+		$access->expects($this->any())
+			->method('combineFilterWithAnd')
+			->willReturn('pseudo=filter');
+
+		$access->userManager->expects($this->any())
+			->method('getAttributes')
+			->willReturn(['displayName', 'mail']);
 
 		$groupBackend = new GroupLDAP($access, $pluginManager);
 		$users = $groupBackend->countUsersInGroup('group', '3');
@@ -541,7 +557,10 @@ class Group_LDAPTest extends TestCase {
 		$access->expects($this->any())
 			->method('combineFilterWithAnd')
 			->willReturn('pseudo=filter');
-		$access->userManager = $this->createMock(Manager::class);
+
+		$access->userManager->expects($this->any())
+			->method('getAttributes')
+			->willReturn(['displayName', 'mail']);
 
 		$groupBackend = new GroupLDAP($access, $pluginManager);
 		$users = $groupBackend->usersInGroup('foobar');
@@ -582,7 +601,10 @@ class Group_LDAPTest extends TestCase {
 		$access->expects($this->any())
 			->method('combineFilterWithAnd')
 			->willReturn('pseudo=filter');
-		$access->userManager = $this->createMock(Manager::class);
+
+		$access->userManager->expects($this->any())
+			->method('getAttributes')
+			->willReturn(['displayName', 'mail']);
 
 		$groupBackend = new GroupLDAP($access, $pluginManager);
 		$users = $groupBackend->usersInGroup('foobar');
@@ -621,6 +643,13 @@ class Group_LDAPTest extends TestCase {
 		$access->expects($this->any())
 			->method('isDNPartOfBase')
 			->willReturn(true);
+		$access->expects($this->any())
+			->method('combineFilterWithAnd')
+			->willReturn('pseudo=filter');
+
+		$access->userManager->expects($this->any())
+			->method('getAttributes')
+			->willReturn(['displayName', 'mail']);
 
 		$groupBackend = new GroupLDAP($access, $pluginManager);
 		$users = $groupBackend->countUsersInGroup('foobar');