It's because you had \b switches to match a word boundary, where # is not considered as a word, but rather a boundary instead.

Update: The following code is flawed, see Abigail-II's comment below.

If you want to match '#' in your regex, you could do this instead -
my $str = "This is a line # with comment"; my $word = '#'; while ($str =~ /[^\B#]($word)[^\B#]/g) { print "$1\n"; } __OUTPUT__ #
Notice the [^\B#] idiom, what it means is that I want a character set of \B, non-word boundary, and #, and then take the compliment of the set. So the result will be a word boundary that does not match on the # character.

Update: Thanks to Abigail-II for the detailed analysis of [^\B#].

Ok, below is one way I think would fix the problem -
my $str = "This is a line # with comment Boss."; my $word = "#"; # define custom \b my $b = qr/(?:(?=\S)(?<!\S)|(?!\S)(?<=\S))/; # and match on non-space characters while ($str =~ /$b(\S+)$b/g) { print "$1\n"; } # or ignore the boundaries completely and match on non-space character +s while ($str =~ /(\S+)/g) { print "$1\n"; }

In reply to Re: regexp pattern match help? by Roger
in thread regexp pattern match help? by Elijah

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