I'm setting up my development environment in the new macOS Sierra .
First of all, I installed Rbenv, Ruby (2.3.1), Homebrew and so the latest version of MySQL (5.7.15).
$ brew install mysql
$ mysql.server start
Ok, MySQL was initialized. Time to install the mysql2 gem...
$ gem install mysql2 -- --with-mysql-config=/usr/local/Cellar/mysql/5.7.15/bin/mysql_config
But it didn't work. 😞
Building native extensions with: '--with-mysql-config=/usr/local/Cellar/mysql/5.7.15/bin/mysql_config'
This could take a while...
ERROR: Error installing mysql2:
ERROR: Failed to build gem native extension.
current directory: /Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/gems/mysql2-0.4.4/ext/mysql2
/Users/macuser/.rbenv/versions/2.3.1/bin/ruby -r ./siteconf20160921-16853-x1boio.rb extconf.rb --with-mysql-config=/usr/local/Cellar/mysql/5.7.15/bin/mysql_config
checking for ruby/thread.h... yes
checking for rb_thread_call_without_gvl() in ruby/thread.h... yes
checking for rb_thread_blocking_region()... no
checking for rb_wait_for_single_fd()... yes
checking for rb_hash_dup()... yes
checking for rb_intern3()... yes
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Using mysql_config at /usr/local/Cellar/mysql/5.7.15/bin/mysql_config
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checking for mysql.h... yes
checking for errmsg.h... yes
checking for mysqld_error.h... yes
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Dont know how to set rpath on your system, if MySQL libraries are not in path mysql2 may not load
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Setting libpath to /usr/local/Cellar/mysql/5.7.15/lib
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creating Makefile
To see why this extension failed to compile, please check the mkmf.log which can be found here:
/Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/extensions/x86_64-darwin-16/2.3.0-static/mysql2-0.4.4/mkmf.log
current directory: /Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/gems/mysql2-0.4.4/ext/mysql2
make "DESTDIR=" clean
current directory: /Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/gems/mysql2-0.4.4/ext/mysql2
make "DESTDIR="
compiling client.c
compiling infile.c
compiling mysql2_ext.c
compiling result.c
compiling statement.c
linking shared-object mysql2/mysql2.bundle
ld: library not found for -lssl
clang: error: linker command failed with exit code 1 (use -v to see invocation)
make: *** [mysql2.bundle] Error 1
make failed, exit code 2
Gem files will remain installed in /Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/gems/mysql2-0.4.4 for inspection.
Results logged to /Users/macuser/.rbenv/versions/2.3.1/lib/ruby/gems/2.3.0/extensions/x86_64-darwin-16/2.3.0-static/mysql2-0.4.4/gem_make.out
I just had the same problem, tried all of the solutions listed above, then commenced to bang my head against they keyboard for a couple of hours.
I then thought to try and install/reinstall the Xcode Command Line Tools:
xcode-select --install
Once I did that the mysql2 gem installed w/ no problems. I hope that does the trick!