I have multiple jenkins installations that are restarted from time to time (one by scheduled jenkins job, others when updating plugins). Since a few days (i would say since 1.653 update), restart from the UI fails with an exception and I need to restart jenkins via command line:

INFORMATION: Stopping Jenkins
Mär 21, 2016 6:29:27 AM jenkins.model.Jenkins _cleanUpDisconnectComputers
INFORMATION: Starting node disconnection
Mär 21, 2016 6:29:28 AM hudson.TcpSlaveAgentListener$ConnectionHandler run
INFORMATION: Accepted connection #1 from /127.0.0.1:53515
Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins _cleanUpShutdownPluginManager
INFORMATION: Stopping plugin manager
Mär 21, 2016 6:29:28 AM hudson.plugins.im.JenkinsIsBusyListener removeConnectionProvider
INFORMATION: Last connection provider removed. Unregistering this instance.
Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins _cleanUpPersistQueue
INFORMATION: Persisting build queue
Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins _cleanUpAwaitDisconnects
INFORMATION: Waiting for node disconnection completion
Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins _cleanUpPluginServletFilters
SCHWERWIEGEND: Failed to stop filters
java.lang.UnsupportedOperationException
at java.util.concurrent.CopyOnWriteArrayList$COWIterator.remove(CopyOnWriteArrayList.java:1176)
at hudson.util.PluginServletFilter.cleanUp(PluginServletFilter.java:162)
at jenkins.model.Jenkins._cleanUpPluginServletFilters(Jenkins.java:3237)
at jenkins.model.Jenkins.cleanUp(Jenkins.java:2890)
at hudson.lifecycle.UnixLifecycle.restart(UnixLifecycle.java:70)
at jenkins.model.Jenkins$27.run(Jenkins.java:3846)

Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins cleanUp
INFORMATION: Jenkins stopped
Mär 21, 2016 6:29:28 AM jenkins.model.Jenkins$27 run
WARNUNG: Failed to restart Jenkins
java.lang.RuntimeException: Unexpected issues encountered during cleanUp: null
at jenkins.model.Jenkins.cleanUp(Jenkins.java:2905)
at hudson.lifecycle.UnixLifecycle.restart(UnixLifecycle.java:70)
at jenkins.model.Jenkins$27.run(Jenkins.java:3846)
Caused by: java.lang.UnsupportedOperationException
at java.util.concurrent.CopyOnWriteArrayList$COWIterator.remove(CopyOnWriteArrayList.java:1176)
at hudson.util.PluginServletFilter.cleanUp(PluginServletFilter.java:162)
at jenkins.model.Jenkins._cleanUpPluginServletFilters(Jenkins.java:3237)
at jenkins.model.Jenkins.cleanUp(Jenkins.java:2890)
... 2 more